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Stereospecific synthesis of (R)‐[2‐ 2 H 1 ]‐glycine by means of microbial reduction and a determination of It's absolute configuration by CD spectra
Author(s) -
Yamada Haruo,
Kurumaya Katsuyuki,
Eguchi Tomoko,
Kajiwara Masahiro
Publication year - 1987
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580240512
Subject(s) - chemistry , glycine , furfuryl alcohol , furfural , stereospecificity , absolute configuration , chirality (physics) , reduction (mathematics) , stereochemistry , organic chemistry , amino acid , catalysis , biochemistry , nambu–jona lasinio model , chiral symmetry breaking , physics , geometry , mathematics , quantum mechanics , quark
A preparation of optically pure (R)‐[2‐ 2 H 1 ]‐glycine by microbial reduction is detailed. The reduction of [2‐ 2 H]‐furfural and furfural with S. Cerevisiae in H 2 O and in D 2 O gave (S)‐ and (R)‐Labeled furfuryl alcohol respectively, which could be converted to the labeled glycine in three steps. A new method for the determination of the sense of chirality of the labeled glycine by means of CD spectra and an application of MTPA method for the determination of the optical purity are also described.