A concise synthesis of the Pennsylvania green fluorophore and labeling of intracellular targets with O6-benzylguanine derivatives
A concise synthesis of the Pennsylvania green fluorophore and labeling of intracellular targets with O6-benzylguanine derivatives
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DOI：
10.1021/ol7015093
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发表时间：
2007-09-13
期刊：
影响因子：
5.2
通讯作者：
Peterson, Blake R.
中科院分区：
文献类型：
--
作者：
Mottram, Laurie F.;Maddox, Ewa;Peterson, Blake R.
我们报告改进的合成的宾夕法尼亚州绿色和4-羧基-宾夕法尼亚州绿色荧光团，后者的化合物是由甲基4-碘-3-甲基苯甲酸酯在一个三锅法（32%的总产率）。表达O-6-烷基鸟嘌呤-DNA烷基转移酶融合蛋白的中国仓鼠卵巢细胞用与O-6-苄基鸟嘌呤连接的宾夕法尼亚绿色和俄勒冈州绿色（SNAP-Tag底物）处理。通过共聚焦显微镜对活细胞的分析显示，宾夕法尼亚绿色衍生物比类似的俄勒冈州绿色衍生的分子探针表现出显著更高的细胞渗透性。
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.