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Reaction of cryptophycin 52 with thiols

✍ Scribed by Michael J Martinelli; Rajappa Vaidyanathan; Vien Van Khau; Michael A Staszak

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
61 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

The chemical reactivity of cryptophycin 52 towards sulfur and phosporous nucleophiles under different conditions was explored to reveal the differential reactivity of the epoxide and olefinic centers. Under basic conditions 1,4-addition to the enone is favored, while under acidic conditions the epoxide is more reactive.

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The kinetics of OH reactions with 1-4 carbon aliphatic thiols have been investigated over the temperature range 252-430 K. OH radicals were produced by flash photolysis of water vapor at h > 165 nm and detected by time-resolved resonance fluorescence spectroscopy. All thiols investigated react with