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ChemicalBook CAS DataBase List (S)-(+)-2,2-DIMETHYLCYCLOPROPANE CARBOXYLIC ACID
14590-53-5

(S)-(+)-2,2-DIMETHYLCYCLOPROPANE CARBOXYLIC ACID synthesis

4synthesis methods
-

Yield: 96 % ee

Reaction Conditions:

with cell-free extract of amidase gene cloned from Klebsiella oxytoca KCTC 1686 and functionally expressed in Escherichia coli BL21(DE3) in methanolEnzymatic reaction;enantioselective reaction;

Steps:

2.9 Substrate specificity and stereoselectivity
General procedure: The substrate specificity of recombinant KamH was tested using various aliphatic and aromatic amides. Cell-free extract of E. coli BL21(DE3)/pET-Ami2 was mixed with various concentrations of substrate under standard reaction conditions; 10% (v/v) methanol was added as cosolvent to solubilize the substrate. The enzyme activity toward the various amides was determined by monitoring the formation of either carboxylic acid or ammonia [36]. Several racemic amides were used to study the stereoselectivity of the recombinant enzyme, including 2-phenylacetamide, mandelamide, 2,2-dimethylcyclopropanecarboxamide, and 2-(4-chlorophenyl)-3-methylbutyramide. Enantiomeric excess values were obtained by HPLC analysis using an AY-RH column. The enantiomeric excess and enantiomeric ratio of the product were determined according to Chen et al. [37].

References:

Guo, Fa-Mou;Wu, Jian-Ping;Yang, Li-Rong;Xu, Gang [Process Biochemistry,2015,vol. 50,# 8,p. 1264 - 1271]

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