Chemoselective tryptophan labeling with rhodium carbenoids at mild pH.
Chemoselective tryptophan labeling with rhodium carbenoids at mild pH.
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DOI：
10.1021/ja900094h
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发表时间：
2009-05-06
影响因子：
15
通讯作者：
Francis MB
中科院分区：
文献类型：
--
作者：
Antos JM;McFarland JM;Iavarone AT;Francis MB
已经对先前报道的在水溶液中使用铑卡宾的色氨酸修饰方法进行了显著改进，允许反应在pH 6-7下进行。该技术基于叔丁基羟胺在宽pH范围（2-7）内促进吲哚与铑卡宾的改性的发现。该方法在肽和蛋白质底物上得到证明，通常产生40-60%的转化率，具有优异的色氨酸化学选择性。吲哚侧链的溶剂可及性被认为是成功的类卡宾加成的关键因素，如通过在足够高的温度下进行反应以引起蛋白质底物的热变性所证明的。还报道了表达具有溶剂可及色氨酸残基的蛋白质作为铑卡宾修饰的反应柄的进展。
Significant improvements have been made to a previously reported tryptophan modification method using rhodium carbenoids in aqueous solution, allowing the reaction to proceed at pH 6–7. This technique is based on the discovery that tert-butylhydroxyl amine promotes indole modification with rhodium carbenoids over a broad pH range (2–7). This methodology was demonstrated on peptide and protein substrates, generally yielding 40–60% conversion with excellent tryptophan chemoselectivity. The solvent accessibility of the indole side chains was found to be a key factor in successful carbenoid addition, as demonstrated by conducting the reaction at temperatures high enough to cause thermal denaturation of the protein substrate. Progress toward the expression of proteins bearing solvent accessible tryptophan residues as reactive handles for modification with rhodium carbenoids is also reported.
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影响因子：
5.2
作者：
Davies, HML;Venkataramani, C
通讯作者：
Venkataramani, C
影响因子：
2.9
作者：
Chi, ZH;Asher, SA
通讯作者：
Asher, SA
影响因子：
5.6
作者：
Main, ERG;Fulton, KF;Jackson, SE
通讯作者：
Jackson, SE
影响因子：
15
作者：
Nowlan, DT;Gregg, TM;Singleton, DA
通讯作者：
Singleton, DA
DOI：
10.1093/protein/2.4.271
发表时间：
1988-10-01
期刊：
PROTEIN ENGINEERING
影响因子：
--
作者：
NEIDHART, DJ;PETSKO, GA
通讯作者：
PETSKO, GA