Granted Patent
B2
US 12,220,667 · App. 17/645,380 · Granted Feb 11, 2025
Organic solvent method for preparing membrane protein based nanosheets and membranes based on nanosheets
Inventors:
Manish Kumar (State College, PA); Tingwei Ren (State College, PA); Woochul Song (State College, PA); Yu-Ming Tu (State College, PA)
Assignee:
THE PENN STATE RESEARCH FOUNDATION
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Abstract
The present disclosure describes compositions and methods for preparing membrane protein nanosheets and two-dimensional crystals. In particular, the methods employ a solvent. A mixture of a polymer and a membrane protein is solubilized in the solvent, applied to a substrate, and subsequently dried to form the nanosheet or two-dimensional crystal. Applicants have surprisingly found that the membrane proteins maintain their structure when exposed to solvents during the short processing time utilized.
Claims (19)
1. A nanosheet comprising:
a block copolymer, an organic solvent, and a membrane protein comprising a pore or channel structure; wherein the pore or channel structure of the membrane protein is maintained in the nanosheet; wherein the nanosheet does not exhibit crystalline structure; wherein the organic solvent is selected from the group consisting of chloroform, decane, dodecane, heptane, hexane, methanol, or a mixture thereof; and wherein the block copolymer comprises one or more hydrophobic blocks and one or more hydrophilic blocks.
2. The nanosheet of claim 1 , wherein the block copolymer comprises one or more hydrophobic blocks of polybutadiene (PB) and one or more hydrophilic blocks of polyethylene oxide (PEO).
3. The nanosheet of claim 1 , wherein the pore or channel structure of the membrane protein has a diameter of from about 0.5 nm to about 1.5 nm.
4. The nanosheet of claim 1 , wherein the membrane protein is a beta barrel membrane protein.
5. The nanosheet of claim 1 , wherein the membrane protein is an alpha helical membrane protein.
6. The nanosheet of claim 1 , wherein the membrane protein is a porin, a pore-forming toxin, or an aquaporin.
7. The nanosheet of claim 1 , wherein the membrane protein is outer membrane protein F (OmpF), α-hemolysin toxin (αHL), ferrichrome outer membrane transporter (FhuA), or aquaporin Z (AqpZ).
8. The nanosheet of claim 1 , wherein the membrane protein comprises one or more mutations to improve its thermal and/or solvent stability.
9. The nanosheet of claim 1 , wherein the polymer and membrane protein are in a mass ratio of between about 10:1 and about 1:10.
10. The nanosheet of claim 1 , wherein the nanosheet is attached to a substrate.
11. The nanosheet of claim 10 , wherein the substrate comprises glass, plastic, composite, metal, or a mixture or combination thereof.
12. A membrane comprising:
at least one nanosheet of claim 1 and one or more layers of an additional nanosheet and/or 2D crystal.
13. The membrane of claim 12 , wherein the block copolymer comprises one or more hydrophobic blocks of polybutadiene (PB) and one or more hydrophilic blocks of polyethylene oxide (PEO).
14. The membrane of claim 12 , wherein the pore or channel structure of the membrane protein has a diameter of from about 0.5 nm to about 1.5 nm.
15. The membrane of claim 12 , wherein the membrane protein is a beta barrel membrane protein or an alpha helical membrane protein.
16. The membrane of claim 12 , wherein the membrane protein is a porin, a pore-forming toxin, or an aquaporin.
17. The membrane of claim 12 , wherein the membrane protein is outer membrane protein F (OmpF), α-hemolysin toxin (αHL), ferrichrome outer membrane transporter (FhuA), or aquaporin Z (AqpZ).
Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded Dec 21, 2021
From: KUMAR, MANISH; REN, TINGWEI; SONG, WOOCHUL; TU, YU-MING
To: THE PENN STATE RESEARCH FOUNDATION
Reel/Frame 058448/0811 →
Continuity (3)
Provisional Application
62672309
· May 16, 2018
References Cited (165)
US 9738683B2
· McKee et al.
· 2017
[cited by applicant]
US 9783678B2
· Kumar et al.
· 2017
[cited by applicant]
US 20060027455A1
· Patton et al.
· 2006
[cited by applicant]
US 20070187243A1
· Patton et al.
· 2007
[cited by applicant]
US 20100270233A1
· Kim et al.
· 2010
[cited by applicant]
US 20140051785A1
· Kumar et al.
· 2014
[cited by applicant]
US 20150136690A1
· Xie
· 2015
[cited by examiner]
US 20160151747A1
· Jungbauer
· 2016
[cited by examiner]
CN 101862609A
· 2010
[cited by examiner]
Schlesinger et al., “Evaluation of alkali resistant nanofiltration membranes for the separation of hemicellulose from concentrated alkaline process liquors”, vol. 192, pp. 303-314, 2006.
[cited by applicant]
Schneider et al., “Columnar Self-Assemblies of Triarylamines as Scaffolds for Artificial Biomimetic Channels for Ion and for Water Transport”, J. Am. Chem. Soc., vol. 139, pp. 3721-3727, Feb. 16, 2017.
[cited by applicant]
Shen et al., “Highly permeable artificial water channels that can self-assemble into two-dimensional arrays”, PNAS, vol. 112, No. 32, pp. 9810-9815, Aug. 11, 2015.
[cited by applicant]
Shen et al., “Biomimetic membranes: A review”, Journal of Membrane Science, vol. 454, pp. 359-381, 2014.
[cited by applicant]
Signorell et al., “Controlled 2D crystallization of membrane proteins using methyl-ß-cyclodextrin”, Journal of Structural Biology, vol. 157, pp. 321-328, 2007.
[cited by applicant]
Song et al., “Hierarchical Optimization of High-Performance Biomimetic and Bioinspired Membranes”, Langmuir, vol. 35, pp. 589-607, Dec. 21, 2018.
[cited by applicant]
Song et al., Design Considerations for Artificial Water Channel-Based Membranes, Annu. Rev. Mater. Res., vol. 48, pp. 57-82, Mar. 23, 2018.
[cited by applicant]
Tamm et al., “Structure and Assembly of ß-Barrel Membrane Proteins”, The Journal of Biological Chemistry, vol. 276, No. 35. pp. 32399-32402, Issue of Aug. 31, 2001.
[cited by applicant]
Tang et al., “Desalination by biomimetic aquaporin membranes: Review of status and prospects”, Desalination, vol. 308, pp. 34-40, 2013.
[cited by applicant]
Tang et al., “Tubular ceramic-based multilayer separation membranes using spray layer-by-layer assembly”, Polym. Chem., vol. 4, pp. 5621-5628, Jul. 8, 2013.
[cited by applicant]
Thebo et al., “Highly stable graphene-oxide-based membranes with superior permeability”, Nature Communications, 9 pages, 2018.
[cited by applicant]
Tunuguntla et al., “Enhanced water permeability and tunable ion selectivity in subnanometer carbon nanotube porins”, Science, vol. 357, pp. 792-796, Aug. 25, 2017.
[cited by applicant]
Wang et al., “Layer-by-Layer Assembly of Aquaporin Z-Incorporated Biomimetic Membranes for Water Purification”, Environ. Sci. Technol., vol. 49, pp. 3761-3768, Mar. 2, 2015.
[cited by applicant]
Werber et al., “Materials for next-generation desalination and water purification membranes”, Nature Reviews, 16 pages, Apr. 5, 2016.
[cited by applicant]
White et al., “Membrane Protein Folding and Stability: Physical Principles”, Annu. Rev. Biophys. Biomol. Struct., vol. 28, pp. 319-365 1999.
[cited by applicant]
Wimley, William, “The versatile ß-barrel membrane protein”, Current Opinion in Structural Biology, vol. 13, pp. 404-411, 2003.
[cited by applicant]
Won et al., “Cryogenic Transmission Electron Microscopy (Cryo-TEM) of Micelles and Vesicles Formed in Water by Poly(ethylene oxide)-Based Block Copolymers”, J. Phys. Chem., vol. 106, pp. 3354-3364, Jan. 3, 2002.
[cited by applicant]
Wong et al., “Single molecule measurements of channel proteins incorporated into biomimetic polymer membranes”, Nanotechnology, vol. 17, pp. 3710-3717, Jun. 12, 2006.
[cited by applicant]
Xu et al., “Subnanometer Porous Thin Films by the Co-assembly of Nanotube Subunits and Block Copolymers”, ACS Nano, vol. 5, No. 2, pp. 1376-1384, 2011.
[cited by applicant]
Xu et al., “A wide range and high resolution one-filtration molecular weight cut-off method for aqueous based hanofiltration and ultrafiltration membranes”, Journal of Membranes Science, vol. 525, pp. 304-311 2017.
[cited by applicant]
Xue et al., “Pillararenes, A New Class of Macrocycles for Supramolecular Chemistry”, Accounts of Chemical Research, vol. 45, No. 8, pp. 1294-1308, 2012.
[cited by applicant]
Zeidel et al., “Reconstitution of Functional Water Channels in Liposomes Containing Purified Red Cell CHIP28 Protein”, Biochemistry, vol. 31, pp. 7436-7440, Jun. 16, 1992.
[cited by applicant]
Zhang et al., “Vesicular perylene dye nanocapsules as supramolecular flourescent pH sensor systems”, Nature Chemistry, vol. 1, pp. 623-629, Nov. 2008.
[cited by applicant]
Zhao et al., “Selective anion exchange with nanogated isoreticular positive metal-organic frameworks”, Nature Communications, 10 pages, Aug. 16, 2013.
[cited by applicant]
Zhou et al., “Self-assembling subnanometer pores with unusual mass-transport properties”, Nature Communications, 9 pages, Jul. 17, 2012.
[cited by applicant]
Zhu et al., “Collective Diffusion Model for Water Permeation through Microscopic Channels”, Physcial Review Letters, 4 pages, Nov. 24, 2004.
[cited by applicant]
Zirehpour et al., “Unique membrane process integration for olive oil mill wastewater purification”, Separation and Purification Technology, vol. 96, pp. 124-131, May 21, 2012.
[cited by applicant]
Zydney, Andrew, “Stagnant film model for concentration polarization in membrane systems”, Journal of Membrane Science, vol. 130, pp. 275-281, 1997.
[cited by applicant]
Feroz et al., “Can Fibrous Mats Outperform Current Ultrafiltration and Microfiltration Membranes”, Ind. Eng. Chem. Res., vol. 56, pp. 10438-10447, Aug. 15, 2017.
[cited by applicant]
Fei et al., “A Synthetic Zwitterionic Water Channel: Characterization in the Solid State by X-ray Crystallography and NMR Spectroscopy”, Angew. Chem. Int. Ed., vol. 44, pp. 5720-5725, 2005.
[cited by applicant]
Le Duc et al., “Imidazole-Quartet Water and Proton Dipolar Channels”, Angew. Chem. Int. Ed., vol. 50, pp. 11366-11372, 2011.
[cited by applicant]
Zhao et al., “Proton Gradient-Induced Water Transport Mediated by Water Wires Inside Narrow Aquapores of Aquafoldamer Molecules”, J. Am. Chem. Soc., vol. 136, pp. 14270-14276, Sep. 16, 2014.
[cited by applicant]
Barboiu, Mihail, “Artificial water channels—incipient innovative developments”, Chem. Commun., vol. 52, pp. 5657-5665, Mar. 23, 2016.
[cited by applicant]
Tunuguntla et al., “Ultrafast proton transport in sub-1-nm diameter carbon nanotube porins”, Nature Nanotechnology, vol. 11, 8 pages, Jul. 2016.
[cited by applicant]
Antonietti et al., “Vesicles and Liposomes: A Self-Assembly Principle Beyond Lipids”, Adv. Mater., vol. 15, No. 16, pp. 1323-1333, Aug. 2015.
[cited by applicant]
Discher et al., “Polymersomes Tough Vesicles Made from Diblock Copolymers”, Science, vol. 284, pp. 1143-1147, May 14, 1999.
[cited by applicant]
Zhang et al., “Natural channel protein inserts and functions in a completely artificial, solid-supported bilayer membrane”, Scientific Reports, 7 pages, Jul. 12, 2013.
[cited by applicant]
Horner et al., “Comment on ” Enhanced water permeability and tunable ion selectivity in subnanometer carbon nanotube porins, Science, vol. 359, 3 pages Mar. 30, 2018.
[cited by applicant]
Tunuguntla et al., “Response to Comments on Enhanced water permeability and turnable ion selectivity in subnanometer carbon nanotube porins”, Science, vol. 359, 3 pages Mar. 30, 2018.
[cited by applicant]
Niedzwiecki et al., “Inspection of the Engineered FhuA ΔC/Δ4L Protein Nanopore by Polymer Exclusion”, Biophysical Journal, vol. 103, pp. 2115-2124, Nov. 2012.
[cited by applicant]
Haltia et al., “Forces and factors that contribute to the structural stability of membrane proteins”, Biochimica et Biophysica Acta, vol. 1228, pp. 1-27, Oct. 17, 1994.
[cited by applicant]
Jegal et al., “Factors Affecting the Interfacial Polymerization of Polyamide Active Layers for the Formation of Polyamide Composite Membranes”, Journal of Applied Polymer Science, vol. 86, pp. 2781-2787, Mar. 14, 2002.
[cited by applicant]
Shen et al., “Achieving high permeability and enhanced selectivity for Angstrom-scale separations using artificial water channel membranes”, Nature Communications, 11 pages, 2018.
[cited by applicant]
Wallace et al., “Differential Absorption Flattening Optical Effects Are Significant in the Circular Dichroism Spectra of Large Membrane Fragments”, Biochemistry, vol. 26, pp. 65-70, Aug. 1, 1986.
[cited by applicant]
Kumar et al., High-Density Reconstitution of Functional Water Channels into Vesicular and Planar Block Copolymer Membranes, J. Am. Chem. Soc., vol. 134, pp. 18631-18637, Oct. 22, 2012.
[cited by applicant]
Agre, Peter, Aquaporin Water Channels (Nobel Lecture), Angew. Chem. Int. Ed., vol. 43, pp. 4278-4290, 2004.
[cited by applicant]
Azais et al., “Nanofiltration for wastewater reuse: Counteractive effects of fouling and matrice on the rejection of pharmaceutical active compounds”, Separation and Purification Technology, vol. 133, pp. 313-327, Jul. …
[cited by applicant]
Baek et al., “High Performance and antifouling vertically aligned carbon nanotube membrane for water purification”, Journal of Membrane Science, vol. 460, pp. 171-177, Feb. 25, 2014.
[cited by applicant]
Barden et al., “Parameterization and atomistic simulations of biomimetic membranes”, Faraday Discuss., vol. 209, pp. 161-178, Apr. 13, 2018.
[cited by applicant]
Belegrinou et al., “Biomimetic supported membranes from amphiphilic block copolymers”, Soft Matter, vol. 6, pp. 179-186, 2010.
[cited by applicant]
Bellona et al., “The role of membrane surface charge and solute physico-chemical properties in the rejection of organic acids by NF membranes”, Journal of Membrane Science, vol. 249, pp. 227-234, 2005.
[cited by applicant]
Bermudez et al., “Molecular Weight Dependence of Polymersome Membrane Structure, Elastricity, and Stability”, Macromolecules, vol. 35, pp. 8203-8208, Jul. 26, 2002.
[cited by applicant]
Bezrukov et al., “Dynamics and Free Energy of Polymers Partitioning into a Nanoscale Pore”, Macromolecules, vol. 29, pp. 8517-8522, Sep. 20, 1996.
[cited by applicant]
Bhakdi et al., “Alpha-Toxin in
[cited by applicant]
Bhakdi et al., “Correlation Between Toxin Binding and Hemolytic Activity in Membrane Damage by
[cited by applicant]
Biyani et al. “Focus: The interface between data collection and data processing in cryo-EM”, Journal of Structural Biology, vol. 198, pp. 124-133, Mar. 20, 2017.
[cited by applicant]
Blanazs et al., “Self-Assembled Block Copolymer Aggregates: From Micelles to Vesicles and their Biological Applications”, Macromol. Rapid Commun., vol. 30, pp. 267-277, 2009.
[cited by applicant]
Boussu et al., “Characterization of commercial nanofiltration membranes and comparison with self-made polyethersulfone membranes”, Desalination, vol. 191, pp. 245-253, 2006.
[cited by applicant]
Boussu et al., “Characterization of polymeric nanofiltration membranes for systematic analysis of membrane performance”, Journal of Membrane Science, vol. 278, pp. 418-427, 2006.
[cited by applicant]
Bowie, James, “Solving the membrane protein folding problem”, Nature, vol. 438, pp. 581-589, Dec. 1, 2005.
[cited by applicant]
Braeken et al., “Transport mechanisms of dissolved organic compounds in aqueous solutions during nanofiltration”, Journal of Membrane Science, vol. 279, pp. 331-319 2006.
[cited by applicant]
Bulheller et al., “DichroCalc—circular and linear dichroism online”, Bioinformatics, vol. 25, No. 4, pp. 539-540, Jan. 5, 2009.
[cited by applicant]
Caus et al., “The use of integrated countercurrent nanofiltration cascades for advanced separations”, J Chem Technol Biotechnol., vol. 84, pp. 391-398, 2009.
[cited by applicant]
Cerritelli et al., “PEG-SS-PPS: Reduction-Sensitive Disulfide Block Copolymer Vesicles for Intracellular Drug Delivery”, Biomacromolecules, vol. 8, pp. 1966-1972, Apr. 3, 2007.
[cited by applicant]
Chowdhury et al., “PoreDesigner for tuning solute selectivity in a robust and highly permeable outer membrane bore” Nature Communicaitons, 11 pages, 2018.
[cited by applicant]
Cornelis et al., “Nanaofiltration of Nonionic Surfactants: Effect of the Molecular Weight Cutoff and Contact Angle on Flux Behavior”, Ind. Eng. Chem. Res., vol. 44, pp. 7652-7658, 2005.
[cited by applicant]
Cowan et al., “Crystal structures explain functional properties of two
[cited by applicant]
De Groot et al., “Water Permeation Across Biological Membranes: Mechanism and Dynamics of Aquaporin-1 and GlpF”, Science, vol. 294, pp. 2353-2357, Dec. 14, 2001.
[cited by applicant]
Dean III et al., “Modeling healthy male white matter and myelin development: 3 through 60 months of age”, NeuroImage, vol. 84, pp. 742-752, 2014.
[cited by applicant]
Discher et al., “Polymer Vesicles”, Science, vol. 297, No. 5583, pp. 967-973 Aug. 9, 2002.
[cited by applicant]
Dolder et al., “The micelle to vesicle transition of lipids and detergents in the presence of a membrane protein: towards a rationale of 2D crystallization”, FEBS Letters, vol. 382, pp. 203-208, Feb. 5, 1996.
[cited by applicant]
Dorset et al., “Two-dimensional Crystal Packing of Matrix Porin, A Channel Forming Protein in
[cited by applicant]
Duong et al., Planar biomimetic aquaporin-incorporated triblock copolymer membranes on porous alumina supports for nanofiltration, Journal of Membrane Science, vol. 409-410, pp. 34-43, Mar. 1, 2012.
[cited by applicant]
Efremov et al., “Structure of
[cited by applicant]
Feroz et al., “Concentrating Membrane Proteins Using Ultrafiltration Without Concentrating Detergents”, Biotechnology and Bioengineering, vol. 113, No. 10, pp. 2122-2130 Oct. 2016.
[cited by applicant]
Ferro et al., “Organic solvent extraction as a versatile procedure to identify hydrophobic chloroplast membrane proteins”, Electrophoresis, vol. 21, pp. 3517-3526, 2000.
[cited by applicant]
Fornasiero et al., “Ion exclusion by sub-2-nm carbon nanotube pores”, PNAS, vol. 105, No. 45, pp. 17250-17255, Nov. 11, 2008.
[cited by applicant]
Freeman, Benny, “Basis of Permeability/Selectivity Tradeoff relations in Polymeric Gas Separation Membranes”, Macromolecules, vol. 32, pp. 375-380, 1999.
[cited by applicant]
Fujioka et al., “Nanofiltration of trace organic chemicals: A comparison between ceramic and polymeric membranes”. Separation and Purification Technology, vol. 136, pp. 258-264, Aug. 30, 2014.
[cited by applicant]
Garner et al., “Modification of the Optoelectronic Properties of Membranes via Insertion of Amphiphilic Phenylenevinylene Oligoelectrolytes”, J. Am. Chem. Soc., vol. 132, pp. 10042-10052, Feb. 24, 2010.
[cited by applicant]
Ge et al., “Vertically-aligned carbon nanotube membranes for hydrogen separation”, RSC Advances, vol. 2, pp. 5329-5336, Mar. 27, 2012.
[cited by applicant]
Geise et al., “Water permeability and water/salt selectivity tradeoff in polymers for desalination”, Journal of Membrane Science, vol. 369, pp. 130-138, 2011.
[cited by applicant]
Geng et al., “Stochastic transport through carbon nanotubes in lipid bilayers and live cell membranes”, Nature, vol. 514, 17 pages. Oct. 30, 2014.
[cited by applicant]
Gessmann et al., “Improving the Resistance of a Eukaryotic B-Barrel Protein to Thermal and Chemical Perturbations”, J. Mol. Biol., vol. 413, pp. 150-161, Jul. 23, 2011.
[cited by applicant]
Gouaux et al., “Subunit stoichiometry of staphylococcal α-hemolysin in crystals and on membranes: A heptameric transmembrane pore”, Proc. Natl. Acad. Sci. USA, vol. 91, p. 12828-12831, Dec. 1994.
[cited by applicant]
Grzelakowski et al., “A framework for accurate evaluation of the promise of aquaporin based biomimetic membranes”, Journal of Membrane Science, vol. 479, pp. 223-231, Jan. 10, 2015.
[cited by applicant]
Grzelakowski et al., “Terminal groups control self-assembly of amphiphilic block copolymers in solution”, Nanoscale, vol. 8, pp. 6674-6683, Feb. 23, 2016.
[cited by applicant]
Habel et al., “Selecting analytical tools for characterization of polymersomes in aqueous solution”, RSC Advances 5, pp. 79924-79946, 2015.
[cited by applicant]
Hasler et al., “2D Crystallization of Membrane Proteins: Rationales and Examples”, Journal of Structural Biology, vol. 121, pp. 162-171, Jan. 5, 1998.
[cited by applicant]
Helix-Nielsen, Claus, “Biomimetic Membranes as a Technology Platform: Challenges and Opportunties”, Membranes, vol. 8, No. 44, 16 pages, Jul. 17, 2018.
[cited by applicant]
Hinds et al., “Aligned Multiwalled Carbon Nanotube Membranes”, Science, vol. 303, pp. 62-65, Jan. 2, 2004.
[cited by applicant]
Holt et al., “Fast Mass Transport Through Sub-2-Nanometer Carbon Nanotubes”, Science, vol. 312, No. 5776, pp. 1034-1037 May 19, 2006.
[cited by applicant]
Holt et al., “Fabrication of a Carbon Nanotube-Embedded Silicon Nitride Membrane for Studies of Nanometer-Scale Mass Transport”, Nanoletters, 20 pages, Aug. 27, 2004.
[cited by applicant]
Hu et al., “Enabling Graphene Oxide Nanosheets as Water Separation Membranes”, Environ. Sci. Technol., vol. 47, pp. 3715-3723, Mar. 14, 2013.
[cited by applicant]
Saboe et al., “Role of Pore-Lining Residues in Defining the Rate of Water Conduction by Aquaporin-0”, Biophysical Journal, vol. 112, pp. 953-965, Mar. 14, 2017.
[cited by applicant]
Hu et al., “Single-Molecular Artificial Transmembrane Water Channels”, J. Am. Chem. Soc., vol. 134, pp. 8384-8387, May 10, 2012.
[cited by applicant]
Huang et al., “Graphene oxide nanosheet: an emerging star material for novel separation membranes”, J Mater. Chem., vol. 2, pp. 13772-13782, Jun. 13, 2014.
[cited by applicant]
Humphrey et al., “VMD: Visual Molecular Dynamics”, Journal of Molecular Graphics, vol. 14, pp. 33-38, 1996.
[cited by applicant]
Itel et al., “Dynamics of Membrane Proteins within Synthetic Polymer Membranes with Large Hydrophobic Mismatch”, Nano Lett., vol. 15, pp. 3871-3878, May 27, 2015.
[cited by applicant]
Jap et al., 2D crystallization: from art to science, Ultramicroscopy, vol. 46, pp. 45-84, Jul. 1992.
[cited by applicant]
Jin et al., “Highly stable and self-repairing membrane-mimetic 2D nanomaterials assembled from lipid-like peptoids”, Nature Communications, 8 pages, Jul. 12, 2016.
[cited by applicant]
Kale et al., “NAMD2: Greater Scalability for Parallel Molecular Dynamics”, Journal of Computational Physics, vol. 151, pp. 283-312, 1999.
[cited by applicant]
Kaucher et al., “Selective Transport of Water Mediated by Porous Dendritic Dipeptides”, J. Am. Chem. Soc., vol. 129, pp. 11698-11699, Aug. 12, 2007.
[cited by applicant]
Kelewou et al., “Salts retention by nanofiltration membranes: Physicochemical and hydrodynamic approaches and modeling”, Desalination, vol. 277, pp. 106-112, Apr. 3, 2011.
[cited by applicant]
Kelly et al., “How to study proteins by circular dichroism”, Biochimica et Biophysica Acta, vol. 1751, pp. 119-139, Jun. 8, 2005.
[cited by applicant]
Kim et al., “CHARMM-GUI Ligand Reader and Modeler for CHARMM Force Field Generation of Small Molecules”, Journal of Computational Chemistry, vol. 38, pp. 1879-1886, 2017.
[cited by applicant]
Kita-Tokarczyk et al., “Block copolymer vesicles—using concepts from polymer chemistry to mimic biomembranes”, Polymer, vol. 46, pp. 3540-3563, Feb. 14, 2005.
[cited by applicant]
Klara et al., “Magnetically Directed Two-Dimensional Crystallization of OmpF Membrane Proteins in Block Copolymers”, J. Am. Chem. Soc., vol. 138, pp. 28-31, 2016.
[cited by applicant]
Kleffel et al., “Secondary structure of a channel-forming protein: porin from
[cited by applicant]
Kocsis et al., “Artificial water channels—deconvolution of natural Aquaporins through synthetic design”, Clean Water, 11 pages, Apr. 12, 2018.
[cited by applicant]
Kowal et al., “Planar Biomimetic Membranes Based on Amphiphilic Block Copolymers”, ACS Macro Lett., vol. 3, pp. 59-63, Dec. 27, 2014.
[cited by applicant]
Krieg et al., “Salt rejection in nanofiltration for single and binary salt mixtures in view of sulphate removal”, Desalination, vol. 171, pp. 205-215, May 5, 2004.
[cited by applicant]
Kumar et al., “Highly permeable polymeric membranes based on the incorporation of the functional water channel protein Aquaporin Z”, PNAS, vol. 104, No. 52, pp. 20719-20724, Dec. 26, 2007.
[cited by applicant]
Lang et al., “Creating cross-linked lamellar block copolymer supporting layers for biomimetic membranes”, Faraday Discuss., vol. 209, pp. 179-191, Feb. 26, 2018.
[cited by applicant]
Latimer et al., “Light Scattering at Various Angles: Theoretical Predications of the Effects of Particle Volume Changes”, Biophysical Journal, vol. 12, pp. 764-773, 1972.
[cited by applicant]
Lee, A.G., “Lipid-protein interactions in biological membranes: a structural perspective”, Biochimica et Biophysica Acta, vol. 1612, pp. 1-40, Feb. 14, 2003.
[cited by applicant]
Licsandru et al., “Salt-Excluding Artificial Water Channels Exhibiting Enhanced Dipolar Water and Proton Translocation”, J. Am. Chem. Soc., vol. 138, pp. 5403-5409, Apr. 10, 2016.
[cited by applicant]
Liu et al., “Two-Dimensional-Material Membranes: A New Family of High-Performance Separation Membranes”, Angew. Chem. Int. Ed., vol. 55, pp. 13384-13397, 2016.
[cited by applicant]
Luo et al., “Separation of phenolic acids from monosaccharides by low-pressure nanofiltration integrated with laccase pre-treatments”, Journal of Membrane Science, vol. 482, pp. 83-91, Feb. 14, 2015.
[cited by applicant]
MacCallum et al., “Distribution of Amino Acids in a Lipid Bilayer from Computer Simulations”, Biophysical Journal, vol. 94, pp. 3393-3404, May 2008.
[cited by applicant]
Mackerell et al., “All-Atom Empirical Potential for Molecular Modeling and Dynamics Studies of Proteins”, J. Phys. Chem., vol. 102, pp. 3586-3616, Feb. 6, 1998.
[cited by applicant]
Mai et al., “Self-assembly of block copolymers”, Chem. Soc. Rev., vol. 41, pp. 5969-5985, Apr. 2, 2012.
[cited by applicant]
Manzo et al., “Enhanced Amphiphilic Profile of a Short ß-Stranded Peptide Improves its Antimicrobial Activity”, PLOS One, 19 pages, Jan. 24, 2015.
[cited by applicant]
Mehta et al., “Permeability and selectivity analysis for ultrafiltration membranes”, Journal of Membrane Science, vol. 249, pp. 245-249, 2005.
[cited by applicant]
Mi, Baoxia, “Graphene Oxide Membranes for lonic and Molecular Sieving”, Science, vol. 343, 4 pages, Feb. 14, 2014.
[cited by applicant]
Mo et al., “Cation-dependent structural instability of graphene oxide membranes and its effect on membrane separation performance”, Desalination, vol. 399, pp. 40-46, Aug. 7, 2016.
[cited by applicant]
Mohammad et al., “Redesign of a Plugged ß-Barrel Membrane Protein”, The Journal of Biological Chemical, vol. 286, No. 10, pp. 8000-8013, Mar. 11, 2011.
[cited by applicant]
Mohammad et al., “Fabrication of Vertically Aligned CNT Composite for Membrane Applications Using Chemical Vapor Deposition through In Situ Polymerization”, Journal of Nanomaterials, vol. 2013, Article ID 713583, 5 page…
[cited by applicant]
Moon et al., “Side-chain hydrophobicity scale derived from transmembrane protein folding into lipid bilayers”, PNAS, vol. 108, No. 25, pp. 10174-10177, Jun. 21, 2011.
[cited by applicant]
Nikaido, H., “Porins and specific channels of bacterial outer membranes”, Molecular Microbiology, vol. 6(4), pp. 435-442, 1992.
[cited by applicant]
Nikaido et al., “Transport Proteins in Bacteria: Common Themes in Their Design”, Science, vol. 258, No. 5084, pp. 936-942, Nov. 6, 1992.
[cited by applicant]
Palivan et al., “Bioinspired polymer vesicles and membranes for biological and medical applications”, Chem. Soc. Rev., vol. 45, pp. 377-411, 2016.
[cited by applicant]
Panganiban et al., “Random heteropolymers preserve protein function in foreign environments”, Science, vol. 359, pp. 1239-1243, Mar. 16, 2018.
[cited by applicant]
Park et al., “Maximizing the right stuff: The trade-off between membrane permeability and selectivity”, Science, vol. 356, 12 p. Jun. 16, 2017.
[cited by applicant]
Peinemann et al., “Asymmetric superstructure formed in a block copolymer via phase separation”, Nature Materials, vol. 6, pp. 992-996, Dec. 2007.
[cited by applicant]
Peng et al., “Metal-organic framework nanosheets as building blocks for molecular sieving membranes”, Science, vol. 346, Issue 6215, 5 pages, Dec. 12, 2014.
[cited by applicant]
Plakas et al., “A study of selected herbicides retention by nanofiltration membranes—The role of organic fouling”, Journal of Membrane Science, vol. 284, pp. 291-300, Jul. 27, 2006.
[cited by applicant]
Rajesh et al., Mixed Mosaic Membranes Prepared by Layer-by-Layer Assembly for Ionic Separations, vol. 8, No. 12, pp. 12338-12345, Dec. 3, 2014.
[cited by applicant]
Rakhmatullina et al., “Solid-Supported Block Copolymer Membranes through Interfacial Adsorption of Charged Block Copolymer Vesicles”, Langmuir, vol. 24, pp. 6254-6261, Mar. 25, 2008.
[cited by applicant]
Rathee et al., “A coarse-grained thermodynamic model for the predictive engineering of valence-selective membranes”, Mol. Syst. Des. Eng., vol. 1, pp. 301-312, Jul. 28, 2016.
[cited by applicant]
Ren et al., “Membrane Protein Insertion into and Compatibility with Biomimetic Membranes”, Adv. Biosys., vol. 1, 10 pages, 2017.
[cited by applicant]
Robeson, Lloyd, “The upper bound revisited”, Journal of Membrane Science, vol. 320, pp. 390-400, Apr. 14, 2008.
[cited by applicant]
Robeson, Lloyd, “Correlation of separation factor versus permeability for polymeric membranes”, Journal of Membrane Science, vol. 62, pp. 165-185, Feb. 13, 1991.
[cited by applicant]
Rohani et al., “A refined one-filtration method for aqueous based nanofiltration and ultrafiltration membrane molecular weight cut-off determination using polyethylene glycols”, Journal of Membrane Science, vol. 382, pp…
[cited by applicant]
Abraham et al., “Tunable sieving of ions using graphene oxide membranes”, Nature Nanotechnology, vol. 12, 7 pages, Jun. 2017.
[cited by applicant]