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Preparation of 17‐amino‐22‐(4′‐azido‐3′‐ 125 iodophenacyl)‐17‐demethoxygeldanamycin ( 1 ): An ansamycin for photoaffinity labeling
Author(s) -
Schnur Rodney C.,
Corman Michael L.
Publication year - 1994
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.2580340606
Subject(s) - geldanamycin , chemistry , photoaffinity labeling , combinatorial chemistry , peptidomimetic , stereochemistry , biochemistry , hsp90 , peptide , binding site , heat shock protein , gene
An azido‐ 125 iodo‐ansamycin ( 1 ) in the geldanamycin family was prepared in two steps in one reacton vessel from 17‐amino‐22‐(4′‐aminophenacyl)‐17‐demethoxygeldanamycin ( 3 ). The title compound was suitable for photoaffinity labeling proteins that interacted with ansamycins. A alternative synthesis is reported for preparation of unlabeled title compound in order to afford practical amounts of ( 1 ) for conventional biochemical studies.