A concise synthesis of the Pennsylvania green fluorophore and labeling of intracellular targets with O6-benzylguanine derivatives

被引:32
作者
Mottram, Laurie F.
Maddox, Ewa
Schwab, Markus
Beaufils, Florent
Peterson, Blake R.
机构
[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA
[2] Covalys Biosci AG, CH-4108 Witterswil, Switzerland
关键词
D O I
10.1021/ol7015093
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report improved syntheses of the Pennsylvania Green and 4-carboxy-Pennsylvania Green fluorophores; the latter compound was prepared from methyl 4-iodo-3-methylbenzoate in a three-pot process (32% overall yield). Chinese hamster ovary cells expressing O-6-alkylguanine-DNA alkyltransferase fusion proteins were treated with Pennsylvania Green and Oregon Green linked to O-6-benzyiguanine (SNAP-Tag substrates). Analysis of living cells by confocal microscopy revealed that Pennsylvania Green derivatives exhibit substantially higher cell permeability than analogous Oregon Green-derived molecular probes.
引用
收藏
页码:3741 / 3744
页数:4
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