Biomaterial Database

1D Self-Assembly and Ice Recrystallization Inhibition Activity of Antifreeze Glycopeptide-Functionalized Perylene Bisimides. 2018

Madeleine K Adam, and Charles Jarrett-Wilkins, and Michael Beards, and Emiliyan Staykov, and Liam R MacFarlane, and Toby D M Bell, and Jacqueline M Matthews, and Ian Manners, and Charl F J Faul, and Pierre D J Moens, and Robert N Ben, and Brendan L Wilkinson

Department of Chemistry and Biomolecular Sciences, University of Ottawa, Ottawa, K1N 6N5, Canada.

Antifreeze glycoproteins (AFGPs) are polymeric natural products that have drawn considerable interest in diverse research fields owing to their potent ice recrystallization inhibition (IRI) activity. Self-assembled materials have emerged as a promising class of biomimetic ice growth inhibitor, yet the development of AFGP-based supramolecular materials that emulate the aggregative behavior of AFGPs have not yet been reported. This work reports the first example of the 1D self-assembly and IRI activity of AFGP-functionalized perylene bisimides (AFGP-PBIs). Glycopeptide-functionalized PBIs underwent 1D self-assembly in water and showed modest IRI activity, which could be tuned through substitution of the PBI core. This work presents essential proof-of-principle for the development of novel IRIs as potential supramolecular cryoprotectants and glycoprotein mimics.

UI	MeSH Term	Description	Entries
D007053	Ice	The solid substance formed by the FREEZING of water.
D007094	Imides	Organic compounds containing two acyl groups bound to NITROGEN.	Imide
D010569	Perylene	A 20-carbon dibenz(de,kl)anthracene that can be viewed as a naphthalene fused to a phenalene or as dinaphthalene. It is used as fluorescent lipid probe in the cytochemistry of membranes and is a polycyclic hydrocarbon pollutant in soil and water. Derivatives may be carcinogenic.	Perilene,Peri-Dinaphthalene,Peri Dinaphthalene
D003460	Crystallization	The formation of crystalline substances from solutions or melts. (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)	Crystalline Polymorphs,Polymorphism, Crystallization,Crystal Growth,Polymorphic Crystals,Crystal, Polymorphic,Crystalline Polymorph,Crystallization Polymorphism,Crystallization Polymorphisms,Crystals, Polymorphic,Growth, Crystal,Polymorph, Crystalline,Polymorphic Crystal,Polymorphisms, Crystallization,Polymorphs, Crystalline
D006020	Glycopeptides	Proteins which contain carbohydrate groups attached covalently to the polypeptide chain. The protein moiety is the predominant group with the carbohydrate making up only a small percentage of the total weight.	Glycopeptide
D013816	Thermodynamics	A rigorously mathematical analysis of energy relationships (heat, work, temperature, and equilibrium). It describes systems whose states are determined by thermal parameters, such as temperature, in addition to mechanical and electromagnetic parameters. (From Hawley's Condensed Chemical Dictionary, 12th ed)	Thermodynamic
D014867	Water	A clear, odorless, tasteless liquid that is essential for most animal and plant life and is an excellent solvent for many substances. The chemical formula is hydrogen oxide (H2O). (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)	Hydrogen Oxide
D055503	Protein Multimerization	The assembly of the QUATERNARY PROTEIN STRUCTURE of multimeric proteins (MULTIPROTEIN COMPLEXES) from their composite PROTEIN SUBUNITS.	Protein Dimerization,Protein Heteromultimerizaton,Protein Multimer Assembly,Protein Trimerization,Assembly, Protein Multimer,Dimerization, Protein,Heteromultimerizaton, Protein,Heteromultimerizatons, Protein,Multimer Assembly, Protein,Multimerization, Protein,Trimerization, Protein
D021301	Antifreeze Proteins	Proteins that bind to ice and modify the growth of ice crystals. They perform a cryoprotective role in a variety of organisms.	Antifreeze Glycopeptide,Antifreeze Glycoprotein,Antifreeze Glycoproteins,Antifreeze Peptide,Antifreeze Protein,Thermal Hysteresis Protein,AFGP,Antifreeze Glycopeptides,Antifreeze Peptides,Thermal Hysteresis Proteins,Glycopeptide, Antifreeze,Glycopeptides, Antifreeze,Glycoprotein, Antifreeze,Glycoproteins, Antifreeze,Hysteresis Protein, Thermal,Hysteresis Proteins, Thermal,Peptide, Antifreeze,Peptides, Antifreeze,Protein, Antifreeze,Protein, Thermal Hysteresis,Proteins, Antifreeze,Proteins, Thermal Hysteresis