Azaphilone α-Bromoacetates (AzαBs): Fluorescent Linchpin Reagents for the Inter- and Intramolecular Cross-Linkage of Primary Amines to Thiols

Author(s): Jason J. Chruma, Sung-Ju Moon, William E. Sanford Jr..

Journal Name: Letters in Organic Chemistry

Volume 6 , Issue 5 , 2009

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Abstract:

α-Bromoacetate esters of the azaphilone isochromene-6,8-dione core exhibit a pH-dependent orthogonal reactivity allowing for the one-pot cross-linkage of primary amines to thiols in an inter- or intramolecular fashion to afford fluorescent products. This represents a new potential strategy for bioconjugate chemistry.

Keywords: Azaphilones, bioconjugation, orthogonal reactivity, cross-linkage, fluorescent

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Article Details

VOLUME: 6
ISSUE: 5
Year: 2009
Page: [367 - 371]
Pages: 5
DOI: 10.2174/157017809788681428
Price: $58

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