Fluorescence probe with a pH-sensitive trigger
Fluorescence probe with a pH-sensitive trigger
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DOI：
10.1021/bc050330e
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发表时间：
2006-03-01
影响因子：
4.7
通讯作者：
Tung, CH
中科院分区：
文献类型：
--
作者：
Galande, AK;Weissleder, R;Tung, CH
以酸催化水解为机理，设计了一种新型的环境敏感荧光探针。研究了丝氨酸2-氨基醇在二硫键存在下的温和选择性高碘酸氧化反应，制备双醛肽。然后将两个相同的荧光染料酰肼衍生物连接到二醛肽上，形成酸不稳定的腙键。这种自猝灭探针在生理pH 7.4下发出弱荧光，但在pH 4.5下显示出超过3倍的荧光增强。
Acid-catalyzed hydrolysis was used as the mechanism to design a new type of environmentally sensitive fluorescence probe. A mild and selective periodate oxidation of the 2-amino alcohol of serine in the presence of a disulfide bond was developed to prepare dialdehyde peptides. Two identical fluorochrome hydrazide derivatives were then linked to the dialdehyde peptide forming an acid-labile hydrazone linkage. This self-quenched probe is weakly fluorescent at a physiological pH of 7.4 but shows more than 3-fold fluorescence enhancement at pH 4.5.