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Synthesis and optical studies of L ‐methionine oligopeptides in solution
Author(s) -
Naider Fred,
Becker Jeffrey M.
Publication year - 1974
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.1974.360130515
Subject(s) - chemistry , pentamer , random hexamer , diastereomer , tripeptide , methionine , oligopeptide , yield (engineering) , oligomer , stereochemistry , organic chemistry , peptide , amino acid , crystallography , biochemistry , materials science , metallurgy
A series of L ‐methionine oligomers [BOC‐(Met) n ‐OMe] ( n = 2–7) and the corresponding diastereomeric di‐ and tripeptides were synthesized using the mixed anhydride method. Oligomers prepared in this manner were optically pure and were obtained in reasonable yield. Preliminary optical examination of the peptides suggests that secondary structures may begin forming in the pentamer or hexamer in trifluoroethanol. BOC‐(Met) 4 ‐OMe and BOC‐(Met) 5 ‐OMe were also synthesized using an insoluble resin containing BOC‐ L ‐methionine as the nitrophenol active ester.