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Synthesis and characterization of four sequential glycyl/glutamate polypeptides
Author(s) -
Rippon W. B.,
Lowbridge J.,
Walton A. G.
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.1977.360160513
Subject(s) - chemistry , monomer , circular dichroism , helix (gastropod) , polymer , stereochemistry , side chain , solvent , polymer chemistry , organic chemistry , ecology , snail , biology
Poly(Glu(OBzl)‐Gly) n , poly(Glu‐Gly) n , poly(Gly)‐(Glu(OBzl)‐Gly), and poly(Gly‐Glu‐Gly) were synthesized from the pentachlorophenyl esters of the sequential monomer. Both of the polymers containing free glumatic‐acid residues are soluble in water, as is the lower molecular weight fraction of the polytripeptides with the benzyl ester in place. Circular dichroism studies and infrared dichroism studies suggest that the 2 1 helix is favored for the polydipeptide with removal of the benzyl ester reducing the conformational integrity. The polytripeptide showed evidence of 3 1 helix in addition to the 2 1 form, depending on solvent. A rationale for the conformations observed is developed based on the bulkiness of the side‐chain residues and conformational stabilization, in certain cases, by hydrophobic interactions between the benzyl ester groups.