IP Library Granted Patent US 11,596,150
Granted Patent B2
US 11,596,150 · App. 16/778,101 · Granted Mar 7, 2023

Long chain glycolipids useful to avoid perishing or microbial contamination of materials

Inventors: Marc Stadler (Niederkirchen, DE); Jens Bitzer (Dortmund, DE); Bärbel Köpcke (Dortmund, DE); Kathrin Reinhardt (Dortmund, DE); Jana Moldenhauer (Dortmund, DE)
Assignee: IMD NATURAL SOLUTIONS GMB
A01N43/16A01N63/30A23B4/20A23B5/14A23B7/154A23B9/26A23L2/44A61K8/33A61K8/365A61K8/37A61K8/9728A61Q5/02A61Q17/005C07H15/04C12P19/44
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,596,150
App. No.
16/778,101
Granted
Mar 7, 2023
Kind
B2
Abstract

The invention relates to the use of, and methods of use employing, certain glycolipid compounds as defined in detail below and having preservative or antimicrobial properties, novel compounds of the glycolipid class, and related invention embodiments. The compounds have the formula I wherein m is 3 to 5, n is 2 to 5, o is 0 or 1 and p is 3 to 17, with the proviso that the sum m+n+o+p is not less than 14; and R is a carbohydrate moiety bound via one of its carbon atoms to the binding oxygen, and/or a physiologically, especially pharmaceutically or nutraceutically or cosmetically, acceptable salt thereof, or an ester thereof, as such or in the form of a composition, where the compound may be present in open chain form and/or in the form of a lactone (FIG. 1 ).

Claims (20)

1. A beverage comprising an additive to the beverage, said additive being in the form of one or more compounds, said beverage being selected from the group consisting of wine containing alcohol, a 100% fruit juice, other fruit containing beverages which provide the flavor of fruit juices and contain greater than 0% fruit juice but less than 100% fruit juice, artificial fruit-flavor beverages, malt beverages, green tea, red tea, rooibos tea, mate tea, honeybush tea, pu-erh tea, oolong tea, black tea, ice-tea, ready-to-drink tea, beer-lemonade mixes, and beer-cola mixes, and wherein each one of said one or more compounds is a compound of the formula I:

wherein m is 3 to 5, n is 2 to 5, o is 0 or 1 and p is 3 to 17, with the proviso that the sum m+n+o+p is not less than 14; and

R is a carbohydrate moiety bound via one of its carbon atoms to the O atom to which R is attached in formula I,

where the moiety R carries at least one hydroxyl group esterified with isovaleric acid,

where the compound is present in an open chain form or in the form of a lactone formed between

in formula I and any free OH depicted in formula I or on R, or

a physiologically acceptable salt of said compound, and/or an ester of said compound with a C 1-10 -alcohol.

2. The beverage according to claim 1 , wherein the compound of formula (I) is selected from the group consisting of compounds represented in the following table:

and physiologically acceptable salts and esters thereof.

3. The beverage according to claim 2 , wherein the compound of formula (I) is selected from the group consisting of compounds represented in the following table:

and physiologically acceptable salts and esters thereof.

4. The beverage according to claim 3 , which is selected from the group consisting of (A) a 100% fruit juice, and (B) other fruit containing beverages which provide the flavor of fruit juices and contain greater than 0% fruit juice but less than 100% fruit juice.

5. The beverage according to claim 2 , which is selected from the group consisting of (A) a 100% fruit juice, and (B) other fruit containing beverages which provide the flavor of fruit juices and contain greater than 0% fruit juice but less than 100% fruit juice.

6. The beverage according to claim 1 , which is selected from the group consisting of (A) a 100% fruit juice, and (B) other fruit containing beverages which provide the flavor of fruit juices and contain greater than 0% fruit juice but less than 100% fruit juice.

7. A method of enhancing microbial stability of a beverage comprising adding an additive to the beverage, said additive being in the form of one or more compounds, said beverage being selected from the group consisting of wine containing alcohol, a 100% fruit juice, other fruit containing beverages which provide the flavor of fruit juices and contain greater than 0% fruit juice but less than 100% fruit juice, fruit-flavor beverages, malt beverages, green tea, red tea, rooibos tea, mate tea, honeybush tea, pu-erh tea, oolong tea, black tea, ice-tea, ready-to-drink tea, beer-lemonade mixes, and beer-cola mixes, and wherein the one or more compounds are selected from compounds or a mixture of compounds of the formula I:

wherein m is 3 to 5, n is 2 to 5, o is 0 or 1 and p is 3 to 17, with the proviso that the sum m+n+o+p is not less than 14; and

R is a carbohydrate moiety bound via one of its carbon atoms to the binding oxygen, and/or a physiologically acceptable salt thereof, or an ester thereof,

where the moiety R carries at least one hydroxyl group esterified with isovaleric acid,

where the compound may be present in open chain form and/or in the form of a lactone, or a physiologically acceptable salt, and/or an ester thereof.

8. The method according to claim 7 , wherein the beverage is selected from the group consisting of (A) a 100% fruit juice, and (B) other fruit containing beverages which provide the flavor of fruit juices and contain greater than 0% fruit juice but less than 100% fruit juice.

Priority Claims (1)
EP 11004776 · Jun 10, 2011 · regional
Continuity (2)
Division 14124429
Related Publication 20200154708A1 · May 21, 2020