近红外荧光噁嗪染料的合成及其酯酶敏感的磺酸盐酯。
Synthesis of near-IR fluorescent oxazine dyes with esterase-labile sulfonate esters.
机构信息
Department of Biochemistry and Molecular Pharmacology, University of Massachusetts Medical School, Worcester, Massachusetts 01655, USA.
出版信息
Org Lett. 2011 Dec 2;13(23):6196-9. doi: 10.1021/ol202619f. Epub 2011 Nov 2.
Abstract
Near-IR oxazine dyes are reported that contain sulfonate esters which are rapidly cleaved by esterase activity to unmask highly polar anionic sulfonates. Strategies for the synthesis of these dyes included the development of milder dye condensation conditions with improved functional compatibility and the use of an alkyl halide that allows for the introduction of esterase-labile sulfonates without the need for sulfonation of the target molecule.
摘要
近红外恶嗪染料被报道含有酯基，这些酯基可被酯酶活性迅速切割，暴露出高度极性的阴离子磺酸酯。这些染料的合成策略包括开发更温和的染料缩合条件，提高功能兼容性，以及使用烷基卤化物，允许在不需要目标分子磺化的情况下引入酯酶不稳定的磺酸酯。
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