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Synthesis of sequential polypeptides containing L ‐azetidine‐2‐carboxylic acid residues
Author(s) -
Boni R.,
De Gregoriis E.,
Di Blasi R.,
Verdini A. S.
Publication year - 1975
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.1975.360141016
Subject(s) - chemistry , tripeptide , polymer , viscometer , molecular mass , gel permeation chromatography , organic chemistry , chromatography , amino acid , stereochemistry , biochemistry , viscosity , physics , quantum mechanics , enzyme
The synthesis and characterization of a series of sequential polypeptides with the repeating sequences Aze‐Pro‐Aze, Pro‐Aze‐Pro, Pro‐Aze‐Gly, Aze‐Pro‐Gly, Ala‐Aze‐Gly, Aze‐Ala‐Gly, and Pro‐Pro‐Gly are reported. The polymers were prepared by the active ester method, using the p ‐nitrophenyl, pentachlorophenyl, and N ‐hydroxysuccinimide esters as the polymerizable tripeptide derivatives. Except for poly(Ala‐Aze‐Gly) obtained via the N ‐hydroxysuccinimide ester, all polymers were isolated in good yields and have weight‐average molecular weights in the range 10,000–30,000. The molecular weights have been determined by applying the calibrated gel chromatography system described by Fairweather et al. [ J. Chromatogr. (1972) 67 , 157] and by viscometry. All di‐ and tripeptide intermediates were chemically and optically pure.