Collagen mimetics

1998/01/01 by Murray Goodman, Megha Bhumralkar, Elizabeth A. Jefferson +2 · 14 citations
Biochemistry, Genetics and Molecular Biology · Medicine · #Chemical Synthesis and Analysis #Biochemical and Structural Characterization #Cell Adhesion Molecules Research

paper · doi:10.1002/(sici)1097-0282(1998)47:2<127::aid-bip2>3.0.co;2-w

Abstract

Collagen peptidomimetics have been synthesized as an alternative to natural collagen. The incorporation of unnatural residues such as peptoids in the collagen sequences can demonstrate potent and specific biological activity and enhance the biostability against enzymatic degradation. Furthermore, the use of achiral peptoids simplifies synthetic strategies by reducing racemization problems. The peptoid residue N-isobutylglycine (Nleu) has been successfully incorporated into a series of collagen mimetics composed of Gly-Pro-Nleu, Gly-Nleu-Pro, and Gly-Nleu-Nleu. The discovery of template-assembled collagen mimetics and metal binding ability has laid the foundation for new opportunities in the design of novel collagen mimetic complexes. The review summarizes the synthesis and integrated biophysical analyses of the structures of these collagen mimetics. Solid phase segment condensation techniques have been utilized for the synthesis of the single chain and template-assembled analogues. The characterization of the collagen-like structures has been established by temperature-dependent optical rotation measurements. CD, NMR spectroscopy, and molecular modelling simulations.

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• Antibodies against the CB10 fragment of type II collagen in rheumatoid arthritis. [europepmc]
• Designed triple-helical peptides as tools for collagen biochemistry and matrix engineering. [europepmc]
• Hybrid multicomponent hydrogels for tissue engineering. [europepmc]
• Collagenolytic Matrix Metalloproteinase Activities toward Peptomeric Triple-Helical Substrates. [europepmc]
• A Single Stereodynamic Center Modulates the Rate of Self-Assembly in a Biomolecular System. [europepmc]
• Collagen Mimetic Peptides: Progress Towards Functional Applications. [europepmc]
• Reversible Covalent End-Capping of Collagen Model Peptides. [europepmc]
• Solid-Phase Insertion of N -mercaptoalkylglycine Residues into Peptides. [europepmc]
• Rules for the design of aza-glycine stabilized triple-helical collagen peptides. [europepmc]
• Peptoid Residues Make Diverse, Hyperstable Collagen Triple-Helices. [europepmc]
• Disrupting Effects of Osteogenesis Imperfecta Mutations Could Be Predicted by Local Hydrogen Bonding Energy. [europepmc]
• The Chemistry and Biology of Collagen Hybridization. [europepmc]
• Cis-trans isomerization of peptoid residues in the collagen triple-helix. [europepmc]
• Peptidic "Molecular Beacon" for Collagen. [europepmc]

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