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

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

Volume: 6 Issue: 5

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

Affiliation:

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

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.

Cite this article as:

Chruma J. Jason, Moon Sung-Ju and Sanford Jr. E. William, Azaphilone α-Bromoacetates (AzαBs): Fluorescent Linchpin Reagents for the Inter- and Intramolecular Cross-Linkage of Primary Amines to Thiols, Letters in Organic Chemistry 2009; 6 (5) . https://dx.doi.org/10.2174/157017809788681428