Synthesis of photoaffinity probes of tautomycin

Two types of photoaffinity probe, which possesses a benzophenone or a diazirine photophore on the 2-position of tautomycin, were prepared in order to prove the details of binding site to PP1. These photoaffinity probes were designed on the basis of the structure–activity relationship; thus, the diac...

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Bibliographic Details
Published inTetrahedron Vol. 60; no. 8; pp. 1773 - 1780
Main Authors Kurono, Masakuni, Shimomura, Aya, Isobe, Minoru
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 16.02.2004
Elsevier
Subjects
Chemistry
Chemistry, Organic
Photoaffinity probe
Physical Sciences
Protein phosphatase
Science & Technology
Tautomycin
Tautomycin
Protein phosphatase
Photoaffinity probe
CATALYTIC SUBUNIT
COMPLEX
NUCLEAR MAGNETIC RESONANCE
CRYSTAL-STRUCTURE
tautomycin
protein phosphatase
FIREFLY BIOLUMINESCENCE SYSTEM
OKADAIC ACID
CONFORMATIONS
photoaffinity probe
CALYCULIN-A
PROTEIN PHOSPHATASE INHIBITORS
CONFIGURATIONS
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Summary:Two types of photoaffinity probe, which possesses a benzophenone or a diazirine photophore on the 2-position of tautomycin, were prepared in order to prove the details of binding site to PP1. These photoaffinity probes were designed on the basis of the structure–activity relationship; thus, the diacid moiety is indispensable. The selective introduction of photolabeling units on the 2-position of tautomycin was achieved through the 2-oxime of tautomycin diacid. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2003.12.053