Mechanoenzymatic peptide and amide bond formation

被引:81
作者
Hernandez, Jose G. [1 ]
Ardila-Fierro, Karen J. [1 ]
Crawford, Deborah [2 ]
James, Stuart L. [2 ,3 ]
Bolm, Carsten [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
[2] Queens Univ Belfast, Sch Chem & Chem Engn, David Keir Bldg,Stranmillis Rd, Belfast BT9 5AG, Antrim, North Ireland
[3] MOF Technol Ltd, 63 Univ Rd, Belfast BT7 1NF, Antrim, North Ireland
基金
英国工程与自然科学研究理事会;
关键词
SOLVENT-FREE CONDITIONS; PROTECTED AMINO-ACIDS; BALL MILL; ASYMMETRIC ORGANOCATALYSIS; ORGANIC-REACTIONS; CARBOXYLIC-ACIDS; ALDOL REACTION; MECHANOCHEMISTRY; MECHANOSYNTHESIS; DIPEPTIDES;
D O I
10.1039/c7gc00615b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Mechanochemical chemoenzymatic peptide and amide bond formation catalysed by papain was studied by ball milling. Despite the high-energy mixing experienced inside the ball mill, the biocatalyst proved stable and highly efficient to catalyse the formation of alpha, alpha- and alpha, beta-dipeptides. This strategy was further extended to the enzymatic acylation of amines by milling, and to the mechanosynthesis of a derivative of the valuable dipeptide L-alanyl-L-glutamine.
引用
收藏
页码:2620 / 2625
页数:6
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