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Oxidative Modification of Tryptophan-Containing Peptides
ACS Combinatorial Science Pub Date : 2018-05-02 00:00:00 , DOI: 10.1021/acscombsci.8b00014
Jonas Petersen 1 , Katrine E. Christensen 1 , Mathias T. Nielsen 1 , Kim T. Mortensen 1 , Vitaly V. Komnatnyy 1 , Thomas E. Nielsen 1, 2, 3 , Katrine Qvortrup 1
Affiliation  

We herein present a broadly useful method for the chemoselective modification of a wide range of tryptophan-containing peptides. Exposing a tryptophan-containing peptide to 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) resulted in a selective cyclodehydration between the peptide backbone and the indole side chain of tryptophan to form a fully conjugated indolyl-oxazole moiety. The modified peptides show a characteristic and significant emission maximum at 425 nm, thus making the method a useful strategy for fluorescence labeling.

中文翻译:

含色氨酸肽的氧化修饰

我们在此提供了广泛有用的方法,用于对多种含色氨酸的肽进行化学选择性修饰。将含色氨酸的肽暴露于2,3-二氯-5,6-二氰基-1,4-苯醌(DDQ)会导致肽主链与色氨酸的吲哚侧链之间发生选择性环脱水,从而形成完全偶联的吲哚基-恶唑部分。修饰的肽在425 nm处显示出特征性且显着的最大发射,因此使该方法成为荧光标记的有用策略。
更新日期:2018-05-02
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