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Sequential polypeptides by matrix‐controlled thermal polymerization. Synthesis and racemization studies
Author(s) -
SakarellosDaitsiotis Maria,
Gilon Chaim,
Sakarellos Constantinos,
Goodman Murray
Publication year - 1977
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.1977.360161113
Subject(s) - racemization , chemistry , tripeptide , yield (engineering) , polymer , polymerization , organic chemistry , matrix (chemical analysis) , condensation , polymer chemistry , condensation polymer , alanine , amino acid , chromatography , biochemistry , materials science , physics , metallurgy , thermodynamics
Abstract A new method for the synthesis of sequential polypeptides is described. The approach consists of the thermal condensation in vacuo of the trifluoroacetate salts of tripeptide pentachlorophenyl esters deposited on a micron‐size celite matrix. The synthesis and polymerization of the trifluoroacetate salts of L ‐valy‐ L ‐valyl‐ L ‐alanine pentachlorophenyl ester, glycyl‐ L ‐valyl‐ L ‐alanine pentachlorophenyl ester, and L ‐valyl‐ L ‐alanylglycine pentachlorophenyl ester are described. High‐molecular‐weight polymers are obtained rapidly in high yield by this method. Comparison of the extents of racemization in the last two polymers constitutes a general approach for assessing racemization during the synthesis of sequential polypeptides since both yield the same polymer, but only the C‐terminal alanine may recemize in the former case.