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Literature DB >> 7039616

The stereochemical course of yeast hexokinase-catalysed phosphoryl transfer by using adenosine 5'[gamma(S)-16O,17O,18O]triphosphate as substrate.

Abstract

Adenosine 5'[gamma(S)-16O, 17O, 18O]triphosphate has been synthesized and used to determine the stereochemical course of phosphoryl transfer catalysed by yeast hexokinase. The chirality at phosphorus of the D-glucose 6-[16O,17O,18O]phosphate formed was analysed, after cyclization and methylation, by 31P n.m.r. spectroscopy. The phosphoryl transfer was found to occur with inversion of configuration, with a stereoselectivity in excess of 94%. The simplest interpretation of this result is that the phosphoryl group is transferred between substrates in the enzyme-substrate ternary complex by an 'in line' mechanism.

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Year: 1981 PMID： 7039616 PMCID： PMC1163354 DOI： 10.1042/bj1990227

Source DB: PubMed Journal: Biochem J ISSN： 0264-6021 Impact factor: 3.857

20 in total

1. Adenosine 5'-O-([gamma-18O]gamma-thio)triphosphate chiral at the gamma-phosphorus: stereochemical consequences of reactions catalyzed by pyruvate kinase, glycerol kinase, and hexokinase.

Authors: G A Orr; J Simon; S R Jones; G J Chin; J R Knowles
Journal: Proc Natl Acad Sci U S A Date: 1978-05 Impact factor: 11.205

2. Sequencing a protein by x-ray crystallography. II. Refinement of yeast hexokinase B co-ordinates and sequence at 2.1 A resolution.

Authors: C M Anderson; R E Stenkamp; T A Steitz
Journal: J Mol Biol Date: 1978-07-25 Impact factor: 5.469

3. Substrate activity of (adenosine triphosphato)tetraamminecobalt(III) with yeast hexokinase and separation of diastereomers using the enzyme.

Authors: R D Cornelius; W W Cleland
Journal: Biochemistry Date: 1978-08-08 Impact factor: 3.162

4. A refined model of the sugar binding site of yeast hexokinase B.

Authors: C M Anderson; R E Stenkamp; R C McDonald; T A Steitz
Journal: J Mol Biol Date: 1978-08-05 Impact factor: 5.469

5. High resolution crystal structures of yeast hexokinase complexes with substrates, activators, and inhibitors. Evidence for an allosteric control site.

Authors: T A Steitz; W F Anderson; R J Fletterick; C M Anderson
Journal: J Biol Chem Date: 1977-07-10 Impact factor: 5.157

Review 6. The hexokinases: kinetic, physical, and regulatory properties.

Authors: D L Purich; H J Fromm; F B Rudolph
Journal: Adv Enzymol Relat Areas Mol Biol Date: 1973

7. Thiophosphate-analogues and 1-N-oxides of ATP and ADP in mitochondrial translocation and phosphoryl-transfer reactions.

Authors: E Schlimme; W Lamprecht; F Eckstein; R S Goody
Journal: Eur J Biochem Date: 1973-12-17

8. Investigation of enzyme mechanisms with nucleoside phosphorothioates.

Authors: F Eckstein
Journal: Angew Chem Int Ed Engl Date: 1975-03 Impact factor: 15.336

9. Glucose-induced conformational change in yeast hexokinase.

Authors: W S Bennett; T A Steitz
Journal: Proc Natl Acad Sci U S A Date: 1978-10 Impact factor: 11.205

10. Adenosine 5'-O(3-thiotriphosphate) in the control of phosphorylase activity.

Authors: D Gratecos; E H Fischer
Journal: Biochem Biophys Res Commun Date: 1974-06-18 Impact factor: 3.575

6 in total

1. The stereochemical course of phosphoryl transfer catalysed by polynucleotide kinase (bacteriophage-T4-infected Escherichia coli B).

Authors: R L Jarvest; G Lowe
Journal: Biochem J Date: 1981-10-01 Impact factor: 3.857

2. The stereochemical course of phosphoryl transfer catalysed by glucose 6-phosphatase.

Authors: G Lowe; B V Potter
Journal: Biochem J Date: 1982-03-01 Impact factor: 3.857

Review 3. Mechanism of liver glucokinase.

Authors: D Pollard-Knight; A Cornish-Bowden
Journal: Mol Cell Biochem Date: 1982-04-30 Impact factor: 3.396