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Mandelate racemase from Pseudomonas putida. Absence of detectable intermolecular proton transfer accompanying racemization.

Abstract：

:An equimolar mixture of DL-[alpha-2H]- and DL-[alpha-13C]mandelate, when incubated with mandelate racemase (EC 5.1.2.2), shows conversion of singly labeled mandelate to unlabeled mandelate, due to solvent exchange of the alpha proton, while the level of doubly labeled mandelate remains at a constant low level. Similarly, an equimolar mixture of unlabeled and DL-[alpha-2H,alpha-13C]mandelate, when incubated with the enzyme, shows conversion of doubly labeled mandelate to singly labeled mandelate, due to solvent exchange, while the level of unlabeled mandelate remains constant at 50%. Incubation of an equimolar mixture of DL-[alpha-3H]mandelate and DL-rho-chloromandelate. These results indicate that mandelate racemase does not catalyze an intermolecular proton transfer to achieve racemization. These data are necessary, but not sufficient, results to indicate that mandelate racemase operates via a one-acceptor mechanism, in which the proton abstracted from one stereochemical face of a substrate molecule is returned to the opposite face of the same carbon of the substrate molecule.

journal_name

Biochemistry

journal_title

Biochemistry

authors

Sharp TR,Hegeman GD,Kenyon GL

doi

10.1021/bi00625a015

subject

Has Abstract

pub_date

1977-03-22 00:00:00

pages

1123-8

issue

6

eissn

0006-2960

issn

1520-4995

journal_volume

16

pub_type

杂志文章

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