The Pennsylvania green fluorophore: A hybrid of Oregon Green and Tokyo Green for the construction of hydrophobic and pH-insensitive molecular probes

The Pennsylvania green fluorophore: A hybrid of Oregon Green and Tokyo Green for the construction of hydrophobic and pH-insensitive molecular probes
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DOI:
10.1021/ol052655g
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发表时间:
2006-02-16
期刊:
影响因子:
5.2
通讯作者:
Peterson, BR
Peterson, BR
中科院分区:
化学1区
文献类型:
--
作者:
Mottram, LF;Boonyarattanakalin, S;Peterson, BR

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荧光小分子是探索细胞生物学的有力工具。作为荧光素的更疏水、光稳定和pH敏感性更低的替代物,我们合成了宾夕法尼亚绿色,这是一种与俄勒冈州绿色和东京绿色相关的明亮的单阴离子荧光团。比较包含与4-羧基-东京绿色(pK(a)类似于6.2)和4-羧基-宾夕法尼亚绿色(pK(a)类似于4.8)连接的N-烷基-3 β-胆固醇胺的膜探针,揭示只有宾夕法尼亚绿色在活哺乳动物细胞内的酸性早期和再循环内体中是高度荧光的。
Fluorescent small molecules are powerful tools for exploring cellular biology. As a more hydrophobic, photostable, and less pH-sensitive alternative to fluorescein, we synthesized Pennsylvania Green, a bright, monoanionic fluorophore related to Oregon Green and Tokyo Green. Comparison of membrane probes comprising N-alkyl-3 beta-cholesterylamine linked to 4-carboxy-Tokyo Green (pK(a) similar to 6.2) and 4-carboxy-Pennsylvania Green (pK(a) similar to 4.8) revealed that only Pennsylvania Green was highly fluorescent in acidic early and recycling endosomes within living mammalian cells.