Journal of Organic Chemistry p. 4682 - 4685 (1981)
Update date:2022-08-04
Topics:
Patterson, Mark A. K.
Szajewski, Richard P.
Whitesides, George M.
α-Keto aldehydes (RCOCHO, R = CH3, CH3CH2CH2, Ph, p-CH3OPh, p-ClPh) have been converted to optically active α-hydroxy acids (RCHOHCO2H) by the combined action of glutathione and the (immobilized) enzymes glyoxalase I (GX-I, EC 4.4.1.5) and glyoxalase II (GX-II, EC 3.1.2.6).The reaction seems to provide a practical if specialized method for synthesizing 1-10-g quantities of product with enantiomeric excess (ee) in the range 75-99percent.Efforts to increase the scale of the reaction are accompanied by decreases in the ee of the product and in the turnover number reached by the enzymes.
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Doi:10.1002/jhet.5570180425
(1981)Doi:10.1021/jo00337a017
(1981)Doi:10.1055/s-1981-29518
(1981)Doi:10.1016/0031-9422(81)85158-8
(1981)Doi:10.1021/ja00341a035
(1983)Doi:10.1021/jo00335a046
(1981)
