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Synthesis of tritium‐labeled (+)loxistatin (E‐64d)
Author(s) -
Huang Zhenya,
McGowan Eleanor B.,
Detwiler Thomas C.
Publication year - 1991
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.2580290411
Subject(s) - chemistry , tritium , radiochemistry , specific activity , enantioselective synthesis , leucine , transesterification , chemical synthesis , nuclear chemistry , stereochemistry , organic chemistry , amino acid , catalysis , biochemistry , enzyme , in vitro , physics , nuclear physics
The enantioselective synthesis of tritium‐labeled (+)loxistatin is described. N‐Boc‐[U‐ 3 H]L‐leucine was the starting material for the threestep synthesis. Boc‐leucine was amidated with isoamylamine. The Bocgroup was removed with 4N HCl in dioxane. Transesterification with ethyl p ‐nitrophenyl‐L‐ trans ‐epoxysuccinate led to (+)loxistatin with a specific radioactivity of 4.4 mCi/mmole and a radiochemical purity of > 97%.