Coumarin-Caged Glycine that Can Be Photolyzed within 3 μs by Visible Light†
Coumarin-Caged Glycine that Can Be Photolyzed within 3 μs by Visible Light†
复制标题
香豆素笼状甘氨酸可在 3 μs 内被可见光光解†
DOI：
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发表时间：
2007
期刊：
影响因子：
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通讯作者：
G. P. Hess
中科院分区：
文献类型：
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作者：
V. Shembekar;Yongli Chen;B. K. Carpenter;G. P. Hess
报道了一种新的甘氨酸光不稳定前体（香豆素笼状甘氨酸）的合成与表征。这种新化合物适用于甘氨酸激活的膜结合神经递质受体的快速化学动力学研究。与以前使用的甘氨酸笼基团不同，这种前体可以在可见光波长范围内快速有效地光解。这允许使用相对便宜的光源。甘氨酸的α-羧基与7-（二乙基氨基）香豆素（DECM）的笼化基团共价偶联。笼状化合物的主要吸收带最大值位于390 nm（e390 = 13 900 M-1 cm-1）。在≥400 nm（e400 = 12 400 M-1 cm-1）的波长下进行光解。在生理条件下，DECM-笼状甘氨酸是水溶性和稳定的。在可见光波段，它迅速光解释放甘氨酸，半衰期为1.25 μs，量子产率为0.12 ± 0.01。实验结果表明，DECM-C和DECM-C都不能有效地抑制细菌的生长。
The synthesis and characterization of a new photolabile precursor of glycine (coumarin-caged glycine) are reported. The new compound is suitable for rapid chemical kinetic investigations of the membrane-bound neurotransmitter receptor activated by glycine. Unlike previously used caging groups for glycine, this precursor can be photolyzed rapidly and efficiently in the visible wavelength region. This allows the use of a relatively inexpensive light source. The α-carboxyl group of glycine was covalently coupled to the 7-(diethylamino)coumarin (DECM) caging group. The caged compound has a major absorption band with a maximum at 390 nm (e390 = 13 900 M-1 cm-1). Photolysis was performed at wavelengths of ≥400 nm (e400 = 12 400 M-1 cm-1). Under physiological conditions, DECM-caged glycine is water soluble and stable. In the visible wavelength region, it photolyzes rapidly to release glycine with a half-life of ∼2.5 μs and a quantum yield of 0.12 ± 0.01. The experimental results demonstrated that neither DECM-ca...