Literature DB >> 7047206

The stereoselectivity of alcohol dehydrogenases: a stereochemical imperative?

S A Benner.   

Abstract

The stereoselectivity of NAD+-dependent alcohol dehydrogenases (transfering either the pro-R or pro-S hydrogen of NADH) correlates with the thermodynamic stability of their substrates, and appears to reflect evolutionary pressure to adjust in the active site the conformation of NADH so as to match the cofactor's reducing power to the oxidizability of the substrate. A requirement that the free energies of protein-bound intermediates be matched suggests a new approach for understanding catalysis and evolution in enzymes.

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Year:  1982        PMID: 7047206     DOI: 10.1007/bf02327092

Source DB:  PubMed          Journal:  Experientia        ISSN: 0014-4754


  17 in total

1.  Kinetic analysis of the properties and reactions of enzymes.

Authors:  H Gutfreund
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2.  SOME STEREOSPECIFICITY STUDIES WITH TRITIATED PYRIDINE NUCLEOTIDES.

Authors:  G KRAKOW; J LUDOWIEG; J H MATHER; W M NORMORE; L TOSI; S UDAKA; B VENNESLAND
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3.  A cold-sensitive D(-) beta-hydroxybutyric acid dehydrogenase from Rhodospirillum rubrum.

Authors:  C W SHUSTER; M DOUDOROFF
Journal:  J Biol Chem       Date:  1962-02       Impact factor: 5.157

4.  Lactic dehydrogenase. II. Variation of kinetic and equilibrium constants with temperature.

Authors:  M T HAKALA; A J GLAID; G W SCHWERT
Journal:  J Biol Chem       Date:  1956-07       Impact factor: 5.157

5.  Specificity, kinetics, and inhibition of alpha- and beta-hydroxysteroid dehydrogenases.

Authors:  P TALALAY; P I MARCUS
Journal:  J Biol Chem       Date:  1956-02       Impact factor: 5.157

6.  Studies on the fatty acid oxidizing system of animal tissues. VI. beta-Hydroxyacyl coenzyme A dehydrogenase.

Authors:  S J WAKIL; D E GREEN; S MII; H R MAHLER
Journal:  J Biol Chem       Date:  1954-04       Impact factor: 5.157

7.  The enzymatic transfer of hydrogen. I. The reaction catalyzed by alcohol dehydrogenase.

Authors:  H F FISHER; E E CONN; B VENNESLAND; F H WESTHEIMER
Journal:  J Biol Chem       Date:  1953-06       Impact factor: 5.157

8.  Purification and properties of two glyoxylate reductases from a species of Pseudomonas.

Authors:  L N Cartwright; R P Hullin
Journal:  Biochem J       Date:  1966-12       Impact factor: 3.857

9.  Purification and properties of chicken liver D-3-phosphoglycerate dehydrogenase.

Authors:  D A Walsh; H J Sallach
Journal:  Biochemistry       Date:  1965-06       Impact factor: 3.162

10.  Studies on the mechanism of fatty acid synthesis. XV. Preparation and general properties of beta-ketoacyl acyl carrier protein reductase from Escherichia coli.

Authors:  R E Toomey; S J Wakil
Journal:  Biochim Biophys Acta       Date:  1966-04-04
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  11 in total

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Journal:  Proc Natl Acad Sci U S A       Date:  2012-06-25       Impact factor: 11.205

2.  Crystal structure of rat liver dihydropteridine reductase.

Authors:  K I Varughese; M M Skinner; J M Whiteley; D A Matthews; N H Xuong
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3.  Archaebacterial malate dehydrogenases. The enzymes from the thermoacidophilic organisms Sulfolobus acidocaldarius and Thermoplasma acidophilum show A-side stereospecificity for NAD+.

Authors:  H Görisch; T Hartl; W Grossebüter; J J Stezowski
Journal:  Biochem J       Date:  1985-03-15       Impact factor: 3.857

4.  Crystal structure of the NADP+ and tartrate-bound complex of L-serine 3-dehydrogenase from the hyperthermophilic archaeon Pyrobaculum calidifontis.

Authors:  Kazunari Yoneda; Haruhiko Sakuraba; Tomohiro Araki; Toshihisa Ohshima
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Authors:  Victor Sojo
Journal:  Orig Life Evol Biosph       Date:  2015-03-14       Impact factor: 1.950

6.  First crystal structure of L-lysine 6-dehydrogenase as an NAD-dependent amine dehydrogenase.

Authors:  Kazunari Yoneda; Junya Fukuda; Haruhiko Sakuraba; Toshihisa Ohshima
Journal:  J Biol Chem       Date:  2010-01-07       Impact factor: 5.157

7.  Structural determinants of stereospecificity in yeast alcohol dehydrogenase.

Authors:  E G Weinhold; A Glasfeld; A D Ellington; S A Benner
Journal:  Proc Natl Acad Sci U S A       Date:  1991-10-01       Impact factor: 11.205

8.  Carboxylation mechanism and stereochemistry of crotonyl-CoA carboxylase/reductase, a carboxylating enoyl-thioester reductase.

Authors:  Tobias J Erb; Volker Brecht; Georg Fuchs; Michael Müller; Birgit E Alber
Journal:  Proc Natl Acad Sci U S A       Date:  2009-05-20       Impact factor: 11.205

9.  Catalytic cycle of human glutathione reductase near 1 A resolution.

Authors:  Donald S Berkholz; H Richard Faber; Savvas N Savvides; P Andrew Karplus
Journal:  J Mol Biol       Date:  2008-07-07       Impact factor: 5.469

10.  Stereospecificity of hydride transfer and molecular docking in FMN-dependent NADH-indigo reductase of Bacillus smithii.

Authors:  Kazunari Yoneda; Haruhiko Sakuraba; Tomohiro Araki; Toshihisa Ohshima
Journal:  FEBS Open Bio       Date:  2021-06-15       Impact factor: 2.693

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