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Tritium distribution, enantiomer formation, and glycine production in L‐valine labeled by microwave discharge activation of tritium gas
Author(s) -
Ehrenkaufer Richard Lee E.,
Wolf Alfred P.,
Hembree Wylie C.,
Lieberman Seymour
Publication year - 1977
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.2580130310
Subject(s) - chemistry , tritium , valine , glycine , enantiomer , walden inversion , hydrogen , tritium illumination , stereochemistry , amino acid , radiochemistry , organic chemistry , biochemistry , physics , nuclear physics
The labeling of L‐valine by microwave discharge activation of tritium gas was found to be general (i.e., all positions were labeled) but non‐random in distribution. The α, β, and γ positions contained 7.1%, 32.7% and 60.2% respectively. On a per‐hydrogen basis the β‐position was favored by more than a factor of 3, whereas the chiral α‐position was the least labeled. Net retention of the L‐configuration was observed at the chiral center with only 1.56% D‐valine being formed. Small amounts of glycine were found to be produced by fragmentation of the alkyl side chain of valine.