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hydroxybenzotriazole : ウィキペディア英語版
hydroxybenzotriazole

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Hydroxybenzotriazole (abbreviated HOBt) is an organic compound that is a derivative of benzotriazole. It is a white crystalline powder, which as a commercial product contains some water (~11.7% wt as the HOBt monohydrate crystal). Anhydrous HOBt is explosive.
It is mainly used to suppress the racemization of single-enantiomer chiral molecules and to improve the efficiency of peptide synthesis.
==Use in peptide synthesis==

Automated peptide synthesis involves the condensation of the amino group of protected amino acids with the activated ester. HOBt is used to produce such activated esters. These esters are insoluble (like the N-hydroxysuccinimide esters) and react with amines at ambient temperature to give amides.
HOBt is also used for the synthesis of amides from carboxylic acids aside from amino acids. These substrates may not be convertible to the acyl chlorides.〔Andrew G. Myers, Bryant H. Yang, and Hou Chen TRANSFORMATION OF PSEUDOEPHEDRINE AMIDES INTO HIGHLY ENANTIOMERICALLY ENRICHED ALDEHYDES, ALCOHOLS, AND KETONES Organic Syntheses, Vol. 77, p. 29 (2000); Coll. Vol. 10, p.509 (2004).〕 For instance amide derivatives of ionophoric antibiotics have been prepared in this way.
Together with laccase, HOBt is also used for bleaching pulps. The method is still in the experimental stage and has not yet been commercialized.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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