IP Library Granted Patent US 12,377,113
Granted Patent B2
US 12,377,113 · App. 18/535,652 · Granted Aug 5, 2025

Glycan therapeutic compositions and related methods thereof

Inventors: Geoffrey A. von Maltzahn (Boston, MA); Yvonne J. Yamanaka (Cambridge, MA); Jared Silverman (Brookline, MA); John Miles Milwid (Cambridge, MA); Jacob Rosenblum Rubens (Cambridge, MA); John M. Geremia (Watertown, MA)
Assignee: DSM Nutritional Products, LLC
A61K31/702A23L33/125A23L33/135A61K31/716A61K31/733A61K35/741A61K45/06A61P1/00A61P3/02A61P35/00A61P35/04A61P43/00A23V2002/00
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Quick Facts
Patent No.
US 12,377,113
App. No.
18/535,652
Granted
Aug 5, 2025
Kind
B2
Abstract

Preparations of glycan therapeutics, pharmaceutical compositions, dietary supplements and medical foods thereof are provided, and methods of using said gycan therapeutics, e.g. in cancer therapy.

Claims (21)

1. A method for treating dysbiosis of the gastrointestinal microbiota in a subject having cancer, comprising administering to the subject an effective amount of a composition comprising a glycan therapeutic preparation, wherein:

i) the glycan therapeutic preparation comprises branched glycans comprising glucose, galactose, arabinose, mannose, fructose, xylose, fucose, or rhamnose glycan units;

ii) the glycan therapeutic preparation comprises an average degree of branching (DB) of at least 0.01;

iii) at least 50% of the glycans in the glycan therapeutic preparation have a degree of polymerization (DP) of at least 3 and less than 30 glycan units; and

iv) the ratio of alpha to beta-glycosidic bonds present in the glycans of the glycan therapeutic preparation is between about 1:1 to about 5:1; thereby treating dysbiosis.

2. The method of claim 1 , wherein the method further comprises administering to the subject an anti-cancer agent.

3. The method of claim 1 , wherein the combination is administered to a subject that has been previously treated for cancer.

4. The method of claim 1 , wherein the combination is administered to a subject that has not previously been treated for cancer.

5. The method of claim 2 , wherein the anti-cancer agent comprises a checkpoint inhibitor, a cancer vaccine, an anti-cancer biologic, or a chemotherapeutic agent.

6. The method of claim 5 , wherein the checkpoint inhibitor comprises a targeted kinase inhibitor, a chemotherapeutic, an antibody, an antibody-drug conjugate, a fusion protein, or a small molecule.

7. The method of claim 5 , wherein the cancer vaccine comprises a tumor cell vaccine, an antigen vaccine, a dendritic cell vaccine, a DNA vaccine, or a vector-based vaccine.

8. The method of claim 5 , wherein the checkpoint inhibitor is anti-PD-1, anti-PD-L1, anti-CTLA4, anti-TIM-3 or anti-LAG-3.

9. The method of claim 1 , wherein the composition further comprises a probiotic microorganism.

10. The method of claim 1 , wherein the level of a short-chain fatty acid (SCFA) is increased in the subject upon administration of the composition.

11. The method of claim 10 , wherein the SCFA is one or more of acetate, propionate, and/or butyrate.

12. The method of claim 1 , wherein administration of the composition results in the stimulation of growth or stimulation of activity of beneficial gut bacteria.

13. The method of claim 12 , wherein administration of the composition results in the stimulation of growth or stimulation of activity of Bacteroidetes, Prevotella, Ruminococcus, Parabacteroides , Firmicutes, Alistipes , Lachnospiraceae, and/or Ruminococcaceae.

14. The method of claim 1 , wherein the dysbiosis causes or amplifies the drug- or treatment-induced symptoms, selected from drug toxicities and digestive abnormalities.

15. The method of claim 14 , wherein the drug- or treatment-induced symptoms are reduced in the subject upon administration of the composition.

16. The method of claim 14 , wherein the drug toxicities and digestive abnormalities comprises diarrhea.

17. The method of claim 1 , wherein the subject has an immune imbalance.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2023
From: MILWID, JOHN MILES
To: FLAGSHIP PIONEERING, INC.
Reel/Frame 065917/0337 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2023
From: YAMANAKA, YVONNE
To: FLAGSHIP PIONEERING, INC.
Reel/Frame 065917/0357 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2023
From: GEREMIA, JOHN M.
To: CADENA BIO, INC.
Reel/Frame 065917/0412 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2023
From: FLAGSHIP PIONEERING, INC.
To: KALEIDO BIOSCIENCES, INC.
Reel/Frame 065917/0447 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2023
From: CADENA BIO, INC.
To: KALEIDO BIOSCIENCES, INC.
Reel/Frame 065917/0464 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2023
From: SILVERMAN, JARED A.
To: KALEIDO BIOSCIENCES, INC.
Reel/Frame 065917/0478 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2023
From: VON MALTZAHN, GEOFFREY A.; RUBENS, JACOB ROSENBLUM
To: FLAGSHIP PIONEERING, INC.
Reel/Frame 065917/0523 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2023
From: KALEIDO BIOSCIENCES, INC.; CADENA BIO, INC.
To: HERCULES CAPITAL, INC.
Reel/Frame 065917/0595 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2023
From: HERCULES CAPITAL, INC.
To: DSM NUTRITIONAL PRODUCTS, LLC
Reel/Frame 065917/0782 →
Continuity (13)
Continuation 17363597 · Jun 30, 2021
Continuation 17099412 · Nov 16, 2020
Continuation 16140091 · Sep 24, 2018
Continuation 15568243
Provisional Application 62278333 · Jan 13, 2016
Provisional Application 62238112 · Oct 6, 2015
Provisional Application 62238110 · Oct 6, 2015
Provisional Application 62216997 · Sep 10, 2015
Provisional Application 62216995 · Sep 10, 2015
Provisional Application 62152017 · Apr 23, 2015
Provisional Application 62152011 · Apr 23, 2015
Provisional Application 62152007 · Apr 23, 2015
Related Publication 20240108642A1 · Apr 4, 2024
References Cited (297)
US 2027904A · Farber · 1936 [cited by applicant]
US 2436967A · Leuck · 1948 [cited by applicant]
US 2719179A · Mora et al. · 1955 [cited by applicant]
US 3766165A · Rennhard · 1973 [cited by applicant]
US 3876794A · Rennhard · 1975 [cited by applicant]
US 3973049A · Furda et al. · 1976 [cited by applicant]
US 4671967A · Patel et al. · 1987 [cited by applicant]
US 4761401A · Couchman et al. · 1988 [cited by applicant]
US 4927811A · Quarles · 1990 [cited by applicant]
US 4965354A · Yanaki et al. · 1990 [cited by applicant]
US 5051500A · Elmore · 1991 [cited by applicant]
US 5424418A · Duflot · 1995 [cited by applicant]
US 5556899A · Afzali-Ardakani et al. · 1996 [cited by applicant]
US 5558899A · Kuzee et al. · 1996 [cited by applicant]
US 5573794A · Duflot · 1996 [cited by applicant]
US 5580762A · Karube et al. · 1996 [cited by applicant]
US 5645647A · Guzek et al. · 1997 [cited by applicant]
US 5780620A · Mandai et al. · 1998 [cited by applicant]
US 5843922A · Whistler et al. · 1998 [cited by applicant]
US 5955602A · Favre · 1999 [cited by examiner]
US 6423833B1 · Catani et al. · 2002 [cited by applicant]
US 6475552B1 · Shah et al. · 2002 [cited by applicant]
US 6559302B1 · Shah et al. · 2003 [cited by applicant]
US 6630586B1 · Fouache et al. · 2003 [cited by applicant]
US 6638916B1 · Cowden et al. · 2003 [cited by applicant]
US 6677142B1 · Weissmuller et al. · 2004 [cited by applicant]
US 7608291B2 · Baillon et al. · 2009 [cited by applicant]
US 7608436B2 · Harrison et al. · 2009 [cited by applicant]
US 7615365B2 · Caimi et al. · 2009 [cited by applicant]
US 8057840B2 · Harrison et al. · 2011 [cited by applicant]
US 8143235B2 · Gorselink et al. · 2012 [cited by applicant]
US 8148505B2 · Ando et al. · 2012 [cited by applicant]
US 8227446B2 · Klinman et al. · 2012 [cited by applicant]
US 8227448B2 · Van Laere et al. · 2012 [cited by applicant]
US 8445460B2 · Deremaux et al. · 2013 [cited by applicant]
US 8466242B2 · Geremia et al. · 2013 [cited by applicant]
US 8476388B2 · Geremia et al. · 2013 [cited by applicant]
US 8591919B2 · Stahl et al. · 2013 [cited by applicant]
US 8741376B2 · Broekaert et al. · 2014 [cited by applicant]
US 8835403B2 · Geng et al. · 2014 [cited by applicant]
US 8993039B2 · Harrison et al. · 2015 [cited by applicant]
US 9079171B2 · Geremia et al. · 2015 [cited by applicant]
US 9205418B2 · Geremia et al. · 2015 [cited by applicant]
US 9238845B2 · Baynes et al. · 2016 [cited by applicant]
US 9410216B2 · Eyal et al. · 2016 [cited by applicant]
US 9481739B2 · Essers et al. · 2016 [cited by applicant]
US 9492473B2 · von Maltzahn et al. · 2016 [cited by applicant]
US 9512239B2 · Naeye et al. · 2016 [cited by applicant]
US 9725776B2 · Dumesic et al. · 2017 [cited by applicant]
US 9757403B2 · von Maltzahn et al. · 2017 [cited by applicant]
US 9783619B2 · Bureau et al. · 2017 [cited by applicant]
US 10131721B2 · Geremia et al. · 2018 [cited by applicant]
US 10314853B2 · von Maltzahn et al. · 2019 [cited by applicant]
US 10441602B2 · Heiman et al. · 2019 [cited by applicant]
US 10894057B2 · von Maltzahn et al. · 2021 [cited by applicant]
US 11883422B2 · von Maltzahn et al. · 2024 [cited by applicant]
US 20030162300A1 · Kunz et al. · 2003 [cited by applicant]
US 20040220389A1 · Buchwald et al. · 2004 [cited by applicant]
US 20040235789A1 · Day et al. · 2004 [cited by applicant]
US 20050004070A1 · Stahl et al. · 2005 [cited by applicant]
US 20050075311A1 · Lane · 2005 [cited by applicant]
US 20060008574A1 · Begli et al. · 2006 [cited by applicant]
US 20060014717A1 · Angstrom et al. · 2006 [cited by applicant]
US 20060051812A1 · Helin et al. · 2006 [cited by applicant]
US 20060127448A1 · Carlson et al. · 2006 [cited by applicant]
US 20070036840A1 · Tuduri et al. · 2007 [cited by applicant]
US 20070048432A1 · Holzgraefe et al. · 2007 [cited by applicant]
US 20070148728A1 · Johnson et al. · 2007 [cited by applicant]
US 20070240236A1 · Xia · 2007 [cited by applicant]
US 20070249524A1 · Dieckgraefe · 2007 [cited by applicant]
US 20070254848A1 · Geng et al. · 2007 [cited by applicant]
US 20080051573A1 · Hirth et al. · 2008 [cited by applicant]
US 20080182821A1 · Wils et al. · 2008 [cited by applicant]
US 20090098240A1 · Mills et al. · 2009 [cited by applicant]
US 20090304852A1 · Hopkins et al. · 2009 [cited by applicant]
US 20100062065A1 · Jo et al. · 2010 [cited by applicant]
US 20100284972A1 · Naeye et al. · 2010 [cited by applicant]
US 20110052538A1 · Brown et al. · 2011 [cited by applicant]
US 20120034366A1 · Hoffman et al. · 2012 [cited by applicant]
US 20120058972A1 · Tzortzis et al. · 2012 [cited by applicant]
US 20120220740A1 · Geremia et al. · 2012 [cited by applicant]
US 20130005684A1 · Fichert et al. · 2013 [cited by applicant]
US 20130028869A1 · Bruggeman et al. · 2013 [cited by applicant]
US 20130216693A1 · Harrison et al. · 2013 [cited by applicant]
US 20140060522A1 · Baynes et al. · 2014 [cited by applicant]
US 20140105864A1 · Di Leo · 2014 [cited by applicant]
US 20140187474A1 · Sonnenburg · 2014 [cited by applicant]
US 20140234912A1 · Dekany et al. · 2014 [cited by applicant]
US 20140335131A1 · Mazmanian et al. · 2014 [cited by applicant]
US 20150087616A1 · Ritter et al. · 2015 [cited by applicant]
US 20150202607A1 · Geremia et al. · 2015 [cited by applicant]
US 20150238948A1 · Geremia · 2015 [cited by applicant]
US 20150352133A1 · Jennewein · 2015 [cited by applicant]
US 20160007642A1 · Geremia et al. · 2016 [cited by applicant]
US 20160015065A1 · Sumner et al. · 2016 [cited by applicant]
US 20160032038A1 · Baynes et al. · 2016 [cited by applicant]
US 20160122447A1 · Geremia et al. · 2016 [cited by applicant]
US 20160366909A1 · Geremia et al. · 2016 [cited by applicant]
US 20170151268A1 · von Maltzahn et al. · 2017 [cited by applicant]
US 20170151269A1 · von Maltzahn et al. · 2017 [cited by applicant]
US 20180000145A1 · Geremia et al. · 2018 [cited by applicant]
US 20180000146A1 · Geremia · 2018 [cited by applicant]
US 20180037599A1 · Duflot et al. · 2018 [cited by applicant]
US 20190209600A1 · Gubler · 2019 [cited by applicant]
US 20200093845A1 · von Maltzahn et al. · 2020 [cited by applicant]
CA 2442053C · 2012 [cited by applicant]
CN 1600146A · 2005 [cited by applicant]
CN 1731938A · 2006 [cited by applicant]
CN 102497868A · 2012 [cited by applicant]
CN 102892303A · 2013 [cited by applicant]
CN 103562401A · 2014 [cited by applicant]
CN 104171365A · 2014 [cited by applicant]
EA 011417B1 · 2009 [cited by applicant]
EP 0549478A1 · 1993 [cited by applicant]
EP 1634599A1 · 2006 [cited by applicant]
EP 1887017A1 · 2008 [cited by applicant]
EP 2138048A1 · 2009 [cited by applicant]
EP 2248907A1 · 2010 [cited by applicant]
EP 2401925A1 · 2012 [cited by applicant]
EP 2666788A1 · 2013 [cited by applicant]
EP 3071235B1 · 2017 [cited by applicant]
ES 2304223A1 · 2008 [cited by applicant]
JP H06121693A · 1994 [cited by applicant]
JP H10316740A · 1998 [cited by applicant]
JP 200186999A · 2001 [cited by applicant]
JP 2003516757A · 2003 [cited by applicant]
JP 2004182628A · 2004 [cited by applicant]
JP 200881501A · 2008 [cited by applicant]
JP 2010510980A · 2010 [cited by applicant]
JP 2010531845A · 2010 [cited by applicant]
JP 4597630B2 · 2010 [cited by applicant]
JP 2011501670A · 2011 [cited by applicant]
JP 2011512386A · 2011 [cited by applicant]
JP 2012158526A · 2012 [cited by applicant]
JP 2014513985A · 2014 [cited by applicant]
JP 2014205704A · 2014 [cited by applicant]
JP 2014528925A · 2014 [cited by applicant]
JP 2016510026A · 2016 [cited by applicant]
KR 20030069454A · 2003 [cited by applicant]
RU 2153503C2 · 2000 [cited by applicant]
RU 2509477C1 · 2014 [cited by applicant]
WO WO1998041544A1 · 1998 [cited by applicant]
WO WO2004026341A1 · 2004 [cited by applicant]
WO WO2004052121A1 · 2004 [cited by applicant]
WO WO2005003329A1 · 2005 [cited by applicant]
WO WO2006030100A1 · 2006 [cited by applicant]
WO WO2006041930A2 · 2006 [cited by applicant]
WO WO2007010084A2 · 2007 [cited by applicant]
WO WO2007050656A2 · 2007 [cited by applicant]
WO WO2007117175A1 · 2007 [cited by applicant]
WO WO2008037839A1 · 2008 [cited by applicant]
WO WO2008156354A1 · 2008 [cited by applicant]
WO WO2009003970A1 · 2009 [cited by applicant]
WO WO2009051977A1 · 2009 [cited by applicant]
WO WO2009059283A1 · 2009 [cited by applicant]
WO WO2009082214A1 · 2009 [cited by applicant]
WO WO2010105207A1 · 2010 [cited by applicant]
WO WO2010136742A1 · 2010 [cited by applicant]
WO WO2010143961A1 · 2010 [cited by applicant]
WO WO2011008086A1 · 2011 [cited by applicant]
WO WO2011016866A1 · 2011 [cited by applicant]
WO WO2012076321A1 · 2012 [cited by applicant]
WO WO2012156897A1 · 2012 [cited by applicant]
WO WO2013016111A1 · 2013 [cited by applicant]
WO WO2013032744A2 · 2013 [cited by applicant]
WO WO2014031956A1 · 2014 [cited by applicant]
WO WO2014043708A1 · 2014 [cited by applicant]
WO WO2014143085A1 · 2014 [cited by applicant]
WO WO2014145276A1 · 2014 [cited by applicant]
WO WO2015153841A1 · 2015 [cited by applicant]
WO WO2016007778A1 · 2016 [cited by applicant]
WO WO2016122884A1 · 2016 [cited by applicant]
WO WO2016122885A1 · 2016 [cited by applicant]
WO WO2016122887A1 · 2016 [cited by applicant]
WO WO2016122889A1 · 2016 [cited by applicant]
WO WO2016172657A2 · 2016 [cited by applicant]
WO WO2016172658A2 · 2016 [cited by applicant]
WO WO2017083520A1 · 2017 [cited by applicant]
WO WO2018106845A1 · 2018 [cited by applicant]
Ali, Badreldin; et al; “Biological effects of gum arabic: A review of some recent research” Food and Chemical Toxicology, 47, 1-8, 2009 (Year: 2009). [cited by examiner]
Adamberg et al., Degradation of fructans and production of propionic acid by Bacteroides thetaiomicron are enhanced by the shortage of amino acids. Front Nutr. 2014;1(21). 10 pages. [cited by applicant]
Aggrawal et al., Technical Application Note 1151. Profiling galactosyloligosaccharide-containing samples by high-performance anion-exchange chromatography with pulsed amperometric detection (HPAE-PAD). ThermoFisher Scie… [cited by applicant]
Aida et al., Mushroom as a potential source of prebiotics: a review. Trends in Food Science & Technology. 2009;20:567-75. [cited by applicant]
Alam et al., Efficacy of Partially Hydrolyzed Guar Gum-Added Oral Rehydration Solution in the Treatment of Severe Cholera in Adults. Digestion. 2008;78:24-29. [cited by applicant]
Archer Daniels Midland Company. ADM Ingredients Catalog, pp. I-32 .2016. 36 pages. [cited by applicant]
Bartetzko et al., Automated Glycan Assembly of Oligosaccharides Related to Arabinogalactan Proteins. Org Lett. Sep. 4, 2015;17(17):4344-7. doi: 10.1021/acs.orglett.5b02185. Epub Aug. 21, 2015. [cited by applicant]
Beards et al., Bacterial, SCFA and gas profiles a range of food ingredients following in vitro fermentation by human colonic microbiota. Anaerobe. 2010;16:420-25. [cited by applicant]
Belknap et al., The effects of psyllium hydrophilic mucilloid on diarrhea in enterally fed patients. Heart & Lung. 1997;26(3):229-37. [cited by applicant]
Bergstrom et al., Defective Intestinal Mucin type O Glycosylation Causes Spontaneous Colitis Associated Cancer in Mice. Gastroenterology. Apr. 5, 2016 (49 pages). [cited by applicant]
Bier et al., Generally Recognized As Safe (GRAS) Determination for the Addition of Polydextrose to Infant Formula as a Prebiotic Ingredient in Combination with Galactooligosaccharides. US FDA, GRAS Notice, dated Aug. 20… [cited by applicant]
Boler et al., Digestive physiological outcomes related to polydextrose and soluble maize fibre consumption by healthy adult men. Br J Nutr. Dec. 2011;106(12): 1864-71. doi: 10.1017/S0007114511002388. Epub May 31, 2011. [cited by applicant]
Caligur, Glycobiology: glycosaminoglycans and polysaccharides. BioFiles. 2008;3(10). 2 pages. [cited by applicant]
Casellas et al., Oral oligofructose-enriched inulin supplementation in acute ulcerative colitis is well tolerated and associated with lowered faecal calprotectin. Aliment Pharmacol Ther. 2007;25:1061-67. [cited by applicant]
Chen et al., Comparative Effects of Cellulose and Soluble Fibers (Pectin, Konjac Glucomannan, Inulin) on Fecal Water Toxicity toward Caco-2 Cells, Fecal Baceria Enzymes, Bile Acid, and Short-Chain Fatty Acids. J Agric F… [cited by applicant]
Chiavaroli et al., Dietary fiber effects in chronic kidney disease: a systematic review and meta-analysis of controlled feeding trials. Eur J Clin Nutr. Jul. 2015;69(7):761-8. doi: 10.1038/ejcn.2014.237. Epub Nov. 12, 2… [cited by applicant]
Clemente et al., The Impact of the Gut Microbiota on Human Health: An Integrative View. Cell. 2012;148(6):1258-70. [cited by applicant]
Coulier et al., In-depth characterization of prebiotic galacto-oligosaccharides by a combination of analytical techniques. J Agric Food Chem. Sep. 23, 2009;57(18):8488-95. doi: 10.1021/jf902549e. [cited by applicant]
Courtin et al., Dietary Inclusion of Wheat Bran Arabinoxylooligosaccharides Induces Beneficial Nutritional Effects in Chickens. Cer. Chem. 2008;85(5):607-613. [cited by applicant]
Courtin et al., Effects of xylooligosaccharides (XOS), arabinoxylooligosaccharides (AXOS), and soluble arabinoxylan on gut baceria of chickens; XOS and AXOS stimulate bifidobacteria. J Sci of Food Agric. 2008;88:2517-22. [cited by applicant]
Cummings et al., Carbohydrate terminology and classification. Eur J Clin Nutr. Dec. 2007;61 Suppl 1:S5-18. doi: 10.1038/sj.ejcn.1602936. [cited by applicant]
Deng et al., Effect of dietary fiber on intestinal barrier function of 5-FU stressed rats. Res Exp Med. 1999;199:111-19. [cited by applicant]
Dua et al., Characterization of lacto-N-hexaose and two fucosylated derivatives from human milk by high-performance liquid chromatography and proton NMR spectroscopy. J Chromatogr. Jun. 28, 1985;328:259-69. doi: 10.1016… [cited by applicant]
Duggan et al., Protective nutrients and functional foods for the gastrointestinal tract. Am J Clin Nutr. 2002;75:789-808. [cited by applicant]
Duncan et al., Lactate-utilizing bacteria, isolated from human feces, that produce butyrate as a major fermentation product. Appl Environ Microbial. Oct. 2004;70(10):5810-7. doi: 10.1128/AEM.70.10.5810-5817 .2004. [cited by applicant]
Dutton et al., The Constitution of a Synthetic Xylan. Canadian Journal of Chemistry. 1962;40(8):1479-83. [cited by applicant]
Extended European Search Report for Application No. EP 15819734.3, dated Feb. 7, 2018 (12 pages). [cited by applicant]
Extended European Search Report for Application No. EP 16743841.5, dated Jul. 13, 2018 (10 pages). [cited by applicant]
Extended European Search Report for Application No. EP 16743842.3, dated Jul. 9, 2018 (13 pages). [cited by applicant]
Extended European Search Report for Application No. EP 16743843.1, dated Jun. 6, 2018 (8 pages). [cited by applicant]
Extended European Search Report for Application No. EP 17206409.9, dated Jun. 21, 2018 (8 pages). [cited by applicant]
Fasina et al., Comparative efficacy of a yeast product and bacitracin methylene disalicylate in enhancing early growth and intestinal maturation in broiler chicks from breeder hens of different ages. Poult Sci. 2011;90:… [cited by applicant]
Fetzer et al., Effect of acid and heat on dextrose and dextrose polymers. Ind. Eng. Chem. 1953;45(5): 1075-83. [cited by applicant]
Fischer et al., The gel-forming polysaccharide of psyllium husk ( [cited by applicant]
Fuhrer et al., Milk sialyllactose influences colitis in mice through selective intestinal bacterial colonization. J Exp Med. 2010;207(13):2843-54. [cited by applicant]
Garber, Drugging the gut microbiome. Nat Biotechnol. Mar. 2015;33(3):228-31. doi: 10.1038/nbt.3161. Erratum in: Nat Biotechnol. May 9, 2017;35(5):481. [cited by applicant]
Gietl et al., Factors involved in the in vitro fermentability of short carbohydrates in static faecal batch cultures, International Journal of Carbohydrate Chemistry. Dec. 2012;2012: 197809. DOI: 10.1155/2012/197809. 10… [cited by applicant]
Gomez et al., Purification, Characterization, and Prebiotic Properties of Pectic Oligosaccharides from Orange Peel Wastes. J Ag Food Chem. 2014;62:9769-82. [cited by applicant]
Goulas et al., Development of a process for the production and purification of alpha- and beta-galactooligosaccharides from Bifidobacterium bifidum NCIMB 41171. Int Dairy J. Jun. 2007;17(6):648-56. DOI: 10.1016/j.idairy… [cited by applicant]
Green et al., “Mammalian N-glycan branching protects against innate immune self-recognition and inflammation in autoimmune disease pathogenesis,” Immunity. 27(2):308-320 (Aug. 2007). [cited by applicant]
Greenfield et al., Review article: the mode of action of the aminosalicylates in inflammatory bowel disease. Aliment Pharmacol Ther. Aug. 1993;7(4):369-83. doi: 10.1111/j.1365-2036.1993.tb00110.x. [cited by applicant]
Guerin-Deremaux et al., Effects of a soluble dietary fibre NUTRIOSE® on colonic fermentation and excretion rates in rats. Nutr Res Pract. Dec. 2010;4(6):470-6. doi: 10.4162/nrp.2010.4.6.470. Epub Dec. 28, 2010. [cited by applicant]
Hamaker et al., A perspective on the complexity of dietary fiber structures and their potential effect on the gut microbiota. J Mol Biol. Nov. 25, 2014;426(23):3838-50. doi: 10.1016/j.jmb.2014.07.028. Epub Aug. 1, 2014. [cited by applicant]
Hernot et al., In Vitro Fermentation Profiles, Gas Production Rates and Microbiota Modulation as Affected by Certain Fructans, Galactoologosaccharides, and Polydextrose. J Ag Food Chem. 2009;57:1354-61. [cited by applicant]
Holscher et al., Agave Inulin Supplementation Affects the Fecal Microbiota of Healthy Adults Participating in a Randomized, Double-Blind, Placebo-Controlled, Crossover Trial. J Nutr. Sep. 2015;145(9):2025-32. doi: 10.39… [cited by applicant]
Hopkins et al., Nondigestible Oligosaccharides enhance Bacterial Colonization Resistance against Clostridium difficile In Vitro. App Environ Micro. 2003;69(4):1920-27. [cited by applicant]
Houdijk et al., Effects of dietary oligosaccharides on the growth performance and faecal characteristics of young growing pigs. Animal Feed Sci Technol. 1998;71:35-48. [cited by applicant]
International Preliminary Report on Patentability for Application No. PCT/US2016/013305, mailed Aug. 10, 2017 (6 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2015/039795, mailed Oct. 7, 2015 (9 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2016/013265, mailed Mar. 1, 2016 (9 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2016/013271, mailed Mar. 11, 2016 (8 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2016/013280, mailed Mar. 21, 2016 (12 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2016/013305, mailed Apr. 22, 2016 (10 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2016/029082, dated Oct. 14, 2016 (17 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2016/029083, dated Oct. 14, 2016 (16 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2019/047595, mailed Feb. 12, 2020 (18 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2019/060626, mailed Jul. 1, 2020 (20 pages). [cited by applicant]
International Search Report and Written Opinion for Application No. PCT/US2020/032240, mailed Sep. 21, 2020 (22 pages). [cited by applicant]
Invitation to Pay Additional Fees for Application No. PCT/US2019/047595, mailed Dec. 16, 2019 (14 pages). [cited by applicant]
Invitation to Pay Additional Fees for Application No. PCT/US2019/060626, mailed Feb. 19, 2020 (16 pages). [cited by applicant]
Invitation to Pay Additional Fees for Application No. PCT/US2020/032240, mailed Jul. 7, 2020 (3 pages). [cited by applicant]
Islek et al., The role of Bifidobacterium lactis B94 plus inulin in the treatment of acute infectious diarrhea in children. Turk J Gastroenterol. 2014;25:628-33. [cited by applicant]
Kahlon et al., In vitro evaluation of the synergistic antiviral effects of acemannan in combination with azidothymidine and acyclovir. Mol Biother. Dec. 1991;3(4):214-23. [cited by applicant]
Kau et al., Human nutrition, the gut microbiome, and immune system: envisioning the future. Nature. 2011;474:327-336. [cited by applicant]
Kellow et al., Metabolic benefits of dietary prebiotics in human subjects: a systematic review of randomised controlled trials. Br J Nutr. 2014; 111: 114 7-61. [cited by applicant]
Kobata et al., Structures and application of oligosaccharides in human milk. Proc Jpn Acad Ser B Phys Biol Sci. 2010;86(7):731-47. doi: 10.2183/pjab.86.731. [cited by applicant]
Koropatkin et al., How glycan metabolism shapes the human gut microbiota. Nat Rev Microbial. 2012;10:323-35. [cited by applicant]
Kuechel et al., Short communication: Development of a rapid laboratory method to polymerize lactose to nondigestible carbohydrates. J Dairy Sci. Apr. 2018;101(4):2862-2866. doi: 10.3168/jds.2017-13813. Epub Feb. 7, 2018. [cited by applicant]
Lewis et al., Effect of the Prebiotic Oligofructose on Relapse of Clostridium difficile-Associated Diarrhea: A Randomized, Controlled Study. Clin Gastroenterol and Hepatol. 2005;3:442-8. [cited by applicant]
Lin et al., Irinotecan (CPT-11) Chemotherapy Alters Intestinal Microbiota in Tumour Bearing Rats. PLoS One. 2012;7(7):e39764. 8 pages. [cited by applicant]
Louis et al., Diversity of human colonic butyrate-producing bacteria; inulin caused increases in Faecalbacterium prausnitzii; studied abundance of butyrate producing bacteria. Env Micro biol. 201 O; 12(2):304-14. [cited by applicant]
Louis et al., Diversity, metabolism and microbial ecology of butyrate producing bacteria from human large intestine; some mention of prebiotics affecting SCFA and taxa levels. FEMS Microbial Lett. 2009;294:1-8. [cited by applicant]
Louis et al., How to Manipulate the Microbiota: Prebiotics. Microbiota of the Human Body, Advances in Experimental Medicine and Biology. May 2016;9: 119-142. [cited by applicant]
Louis et al., Understanding the effects of diet on bacterial metabolism in the large intestine. J Appl Microbial. May 2007;102(5):1197-208. doi: 10.1111/j.1365-2672.2007.03322.x. [cited by applicant]
Marlett et al., A Poorly Fermented Gel from Psyllium Seed Husk Increases Excreta Moisture and Bile Acid Excretion in Rats. J Nutr. 2002;132:2638-2643. [cited by applicant]
Mora et al., Synthetic Polysaccharides. V. Polymerization of Various Aldoses. J Am Chem Soc. 1960;83:3418-21. [cited by applicant]
Mountzouris et al., Modeling of oligodextran production in an ultrafiltration stirred-cell membrane reactor. Enzyme Microb Technol. Jan.-Feb. 1999;24(1-2): 75-85. [cited by applicant]
Nakamura et al., Suppressive effect of partially hydrolyzed guar gum on transitory diarrhea induced by ingestion of maltitol and lactitol in healthy humans. Eur J Clin Nutr. 2007;61: 1086-93. [cited by applicant]
Neto et al., Inhibition of Colon Cancer by Polyphenols from Whole Cranberry. Umass Center for Clinical and Translational Science Research Retreat. 2014. doi: 10.13028/byg9-v997. Retrieved from https://escholarship.umass… [cited by applicant]
Neyrinck et al., Prebiotic Effects of Wheat Arabinoxylan Related to the Increase in Bifidobacteria, Roseburia and Bateroides/Prevotella in Diet-Induced Obese Mice. PLoS One. 2011 ;6(6):e20944. 12 pages. [cited by applicant]
Olano-Martin et al., In vitro fermentability of dextran, oligodextran and maltodextrin by human gut bacteria. Br J Nutr. Mar. 2000;83(3):247-55. doi: 10.1017/s0007114500000325. [cited by applicant]
Ouwerkerk et al., Glycobiome: bacteria and mucus at the epithelial interface. Best Pract Res Clin Gastroenterol. Feb. 2013;27(1):25-38. doi: 10.1016/j.bpg.2013.03.001. [cited by applicant]
Pfenninger et al., Structural analysis of underivatized neutral human milk oligosaccharides in the negative ion mode by nano-electrospray MS(n) (part 2: application to isomeric mixtures). J Am Soc Mass Spectrom. 2002;13… [cited by applicant]
Prisciandaro et al., Probiotic factors partially improve parameters of 5-fluorouracil-induced intestinal mucositis in rats. Cancer Biol & Ther. 2011; 11 (7):671-77. [cited by applicant]
Product label for BMD 50, Bacitracin methylene disalicylate type A medicated article antibacterial, Zoetis. Retrieved from https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=fe38871c-360e-4c29-b2c6-bb54c40ff… [cited by applicant]
Pryde et al., The microbiology of butyrate formation in the human colon. FEMS Microbiol Lett. Dec. 17, 2002;217(2):133-9. doi: 10.1111/j.1574-6968.2002.tb11467.x. [cited by applicant]
Reichardt et al., Phylogenetic distribution of three pathways for propionate production within the human gut microbiota. ISME J. Jun. 2014;8(6):1323-35. doi: 10.1038/ismej.2014.14. Epub Feb. 20, 2014. Erratum in: ISME J… [cited by applicant]
Roberfroid, Prebiotics: the concept revisited. J Nutr. Mar. 2007;137(3 Suppl 2):830S-7S. doi: 10.1093/jn/137.3.830S. [cited by applicant]
Rodriguez-Colinas et al., Galacto-oligosaccharide synthesis from lactose solution or skim milk using the B-galactosidase from Bacillus circulans. J Agric Food Chem. Jun. 27, 2012;60(25):6391-8. doi: 10.1021/jf301156v. E… [cited by applicant]
Röytiä et al., The fermentation of polydextrose in the large intestine and its beneficial effects. Benef Micrbiol. 2014;5(3):305-313. [cited by applicant]
Saku et al., Effects of polydextrose on serum lipids, lipoproteins, and apolipoproteins in healthy subjects. Clin Ther. 1991;13(2):254-58. Abstract Only. [cited by applicant]
Salonen et al., Impact of diet and individual variation on intestinal microbiota composition and fermentation products in obese men. The ISME J. 214;8:2218-30. [cited by applicant]
Salvador et al., Sugar composition of dietary fibre and short-chain fatty acid production during in vitro fermentation by human bacteria. Br J Nutr. Jul. 1993;70(1): 189-97. doi: 10.1079/bjn19930116. [cited by applicant]
Sanz et al., Influence of Glycosidic Linkages and Molecular Weight on the Fermentation of Maltose-Based Oligosaccharides by Human Gut Bacteria. J Agric Food Chem. 2006;54(26):9779-84. [cited by applicant]
Sanz et al., Selective fermentation of gentiobiose-derived oligosaccharides by human gut bacteria and influence of molecular weight. FEMS Microbial Ecol. Jun. 2006;56(3):383-8. doi: 10.1111/j.1574-6941.2006.00075.x. [cited by applicant]
Schley et al., The immune-enhancing effects of dietary fibres and prebiotics. Br J Nutr. 2002;87(Suppl 2):S221-S230. [cited by applicant]
Scott et al., Prebiotic stimulation of human colonic butyrate-producing bacteria and bifidobacteria, in vitro. FEMS Microbial Ecol. 2014;87:30-40. [cited by applicant]
Serkedjieva et al., Synergistic inhibition of influenza A virus replication by a plant polyphenol-rich extract and epsilon-aminocaproic acid in vitro and in vivo. Acta Viral. 2010;54(2):137-45. doi: 10.4149/av_2010_02_1… [cited by applicant]
Sharon, Carbohydrates as Future Anti-Adhesion Drugs for Infectious Diseases. Biochimica et Biophysica. 2006;1760(4):527-537. [cited by applicant]
Sheu et al., Effects of xylooligosaccharides on type 2 diabetes; looked at SCFA levels; mention XOS effect of Bifido populations. J Nutr Sci Vitaminol. 2008;54:396-401. [cited by applicant]
Si et al., Quantification of cell proliferation and alpha-toxin gene expression of Clostridium perfringens in the development of necrotic enteritis in broiler chickens. Appl Environ Micro biol. Nov. 2007;73(21):7110-3. … [cited by applicant]
Simpson et al., Review article: dietary fibre-micro biota interactions. Alimentary Pharmacology and Therapeutics. Jul. 2015;42:158-79. [cited by applicant]
Smilowitz et al., Breast Milk Oligosaccharides: Structure-Function Relationships in the Neonate. Annu Rev Nutr. 2014;34:143-69. [cited by applicant]
Synytsya et al., Glucans from fruit bodies of cultivated mushrooms Pleurotus osteatus and Pleurous eryngii: Structure and potential prebiotic activity. Carbohydrate Polymers. 2009:548-556. [cited by applicant]
Timbermont et al., Necrotic enteritis in broilers: an updated review on the pathogenesis. Avian Pathol. Aug. 2011;40(4):341-7. doi: 10.1080/03079457.2011.590967. [cited by applicant]
Tomlin et al., A Comparative study of the effects on colon function caused by feeding ispaghula husk and polydextrose. Aliment Pharamcol Ther. 1988;2(6):513-19. [cited by applicant]
Tremaine et al., Polymerization of lactose by twin-screw extrusion to produce indigestible oligosaccharides. International Dairy Journal. 2014;36(1):74-81. [cited by applicant]
Tremaine, Twin-Screw Extrusion of Commodity Grade Dairy Ingredients to Produce Value-Added Products. Master of Science Thesis Paper. The Graduate School of the University of Minnesota. May 2012. 152 pages. [cited by applicant]
Van Den Abbeele et al., Butyrate-producing Clostridium cluster XIVa species specifically colonize muchins in an in vitro gut model. The ISME Journal. 2013;7:949-61. [cited by applicant]
Velayudhan et al., Characterization of Dietary Energy in Swine Feed and Feed Ingredients: A Review of Recent Research Results. Asian-Australas J Anim Sci. Jan. 2015; 28(1): 1-13. doi: 10.5713/ajas.14.0001R. [cited by applicant]
Wang et al., Preparation and structural characterization of poly-mannose synthesized by phosphoric acid catalyzation under microwave irradation. Carbohydrate Polymers. May 2015; 121:355-361. [cited by applicant]
Wang et al., Rapid microwave-assisted synthesis of polydextrose and identification of structure and function. Carbohydrate Polymers. 2014;113:225-230. [cited by applicant]
Winfree et al., Effects of Dietary Protein and Energy on Growth, Feed Conversion Efficiency and Body Composition of Tilapia aurea. J Nutr. 1981;111:1001-12. [cited by applicant]
Wu et al., Diminution of the gut resistome after a gut microbiota-targeted dietary intervention in obese children. Nat Sci Rep. Apr. 2016;6(Article 24030). 9 pages. [cited by applicant]
Xiao et al., Chemical synthesis of polysaccharides and polysaccharide mimetics. Prog Poly Sci. 2017;74:78-116. DOI: 10.1016/j.progpolymsci.2017.07.009. [cited by applicant]
Yang et al., A Type II Arabinogalactan from Anoectochilus formosanus for G-CSF Production in Macrophages and Leukopenia Improvement in CT26-Bearing Mice Treated with 5-Fluorouracil. Evid Based Complement Alternat Med. 2… [cited by applicant]
Gavrilenko et al., “Anti-tumor activity of the polysaccharide mannan, and its effect on the dynamics of cyclic nucleotides in tissue,” Vopr Onkol. 29(4):67-70 (1983) (English abstract) (1 page). [cited by applicant]
Kim et al., “Gut microbiota-derived short-chain Fatty acids, T cells, and inflammation,” Immune Netw. Dec. 2014;14(6):277-88. doi: 10.4110/in.2014.14.6.277. Epub Dec. 22, 2014. [cited by applicant]
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