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Biomimetic synthesis of esters of natural amino acids
Author(s) -
Devedjiev Ivan T.,
Bairyamov Stanislav G.,
Videva Vladimira S.
Publication year - 2008
Publication title -
heteroatom chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.283
H-Index - 42
eISSN - 1098-1071
pISSN - 1042-7163
DOI - 10.1002/hc.20427
Subject(s) - chemistry , phosphonate , heteroatom , amino acid , organic chemistry , methanol , phosphoric acid , natural product , biomimetic synthesis , biochemistry , ring (chemistry)
A method for the synthesis of Gly, Ala, Phe, and Thr esters is proposed and considered as being a stage of possible biomimetic synthesis of peptides. The methyl esters of the said amino acids are obtained via intervention of 2‐hydroxypropyl phosphonate. The resulting aminoacyl phosphonates reacts with methanol to produce the amino acid methyl esters, with the release of phosphoric acid. The reaction is carried out at room temperature in water. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:252–255, 2008; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20427

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