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Letters in Organic Chemistry
ISSN (Print): 1570-1786
ISSN (Online): 1875-6255
VOLUME: 6
ISSUE: 5
DOI: 10.2174/157017809788681428      Price:  $58









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

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Author(s): Jason J. Chruma, Sung-Ju Moon and William E. Sanford Jr.
Pages 367-371 (5)
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
Affiliation:
University of Virginia, Department of Chemistry, P.O. BOX 400319, Charlottesville, VA 22904- 4319, USA.