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Synthesis of a cross‐linked polypentapeptide of tropoelastin
Author(s) -
Okamoto K.,
Urry D. W.
Publication year - 1976
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.1976.360151203
Subject(s) - chemistry , carbodiimide , pentapeptide repeat , polymerization , reagent , tropoelastin , peptide bond , cyanamide , lysine , amide , intermolecular force , stereochemistry , polymer chemistry , medicinal chemistry , organic chemistry , amino acid , polymer , peptide , molecule , biochemistry , extracellular matrix
The synthesis of a cross‐linked polypentapeptide (an insoluble product) by means of a cross‐linking reaction between a lysine‐containing (1%) polypentapeptide and a glutamic acid‐containing (2%) polypentapeptide is described, following description of the synthesis and polymerization of the corresponding pentapeptide p ‐nitrophenyl esters. The pentapeptide p ‐nitrophenylesters—H‐Val 1 ‐Pro 2 ‐Gly 3 ‐Val 4 ‐Gly 5 ‐ONp, H‐Val 1 ‐Pro 2 ‐Gly 3 ‐Lys 4 (ε‐Z)‐Gly 5 ‐ONp, and H‐Val 1 ‐Pro 2 ‐Gly 3 ‐Glu 4 ‐Gly 5 ‐ONp—prior to polymerizing and the polypentapeptides prior to cross‐linking were analyzed by proton and carbon‐13 magnetic resonance. The cross‐linking reaction was achieved in the coacervate state by intermolecular primary amide bond formation. The coupling reagent was a water‐soluble carbodiimide (1‐cyclohexyl‐3‐(2‐ N ‐methylmorpholinoethyl)‐carbodiimide‐ p ‐toluenesulfonate).