Literature DB >> 4463960

Dehydration of a phosphonate substrate analogue by glycerol 3-phosphate dehydrogenase.

P R Adams, R Harrison.   

Abstract

S-(+)-3,4-Dihydroxybutylphosphonic acid, an isosteric analogue of sn-glycerol 3-phosphate, was synthesized stereospecifically and shown to be an effective substrate for rabbit muscle glycerol 3-phosphate dehydrogenase (sn-glycerol 3-phosphate-NAD(+) oxidoreductase, EC 1.1.1.8). Non-isosteric phosphonate analogues of sn-glycerol 3-phosphate showed neither substrate nor inhibitory activity with the enzyme.

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Year:  1974        PMID： 4463960      PMCID： PMC1168179          DOI： 10.1042/bj1410729

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


  11 in total

1.  Graphical determination of the dissociation constants for two-substrate enzyme systems.

Authors:  J R FLORINI; C S VESTLING
Journal:  Biochim Biophys Acta       Date:  1957-09

2.  Synthesis of the phosphonic acid isostere of glycerol 3-phosphate.

Authors:  J Kabak; L DeFilippe; R Engel; B Tropp
Journal:  J Med Chem       Date:  1972-10       Impact factor: 7.446

3.  Inhibition of phospholipase C by phosphonate analogs of glycerophosphatides.

Authors:  A F Rosenthal; M Pousada
Journal:  Biochim Biophys Acta       Date:  1968-10-22

4.  Phosphonic acid analogues of carbohydrate metabolites. I. Synthesis of L-and D-dihydroxypropylphosphonic acid.

Authors:  E Baer; H Basu
Journal:  Can J Biochem       Date:  1969-10

5.  Phosphonic acid analogues of carbohydrate metabolites. Dihydroxypropylphosphonic acid. II. Substrate specificity of L-glycerol-3-phosphate: NAD oxidoreductase.

Authors:  E Baer; D J Nazir; H Basu
Journal:  Can J Biochem       Date:  1969-10

6.  [Phosphorus-containing carbohydrates. 3. Preparation of sugar-phosphonates by Witting and Horner Reaction].

Authors:  H Paulsen; W Bartsch; J Thiem
Journal:  Chem Ber       Date:  1971

7.  The interaction of the phosphonate analogue of 3-phospho-D-glycerate with phosphoglycerate kinase.

Authors:  G A Orr; J R Knowles
Journal:  Biochem J       Date:  1974-09       Impact factor: 3.857

8.  Phosphonomethyl analogues of phosphate ester glycolytic intermediates.

Authors:  H B Dixon; M J Sparkes
Journal:  Biochem J       Date:  1974-09       Impact factor: 3.857

9.  Properties of the phosphonomethyl isosteres of two phosphate ester glycolytic intermediates.

Authors:  D Stribling
Journal:  Biochem J       Date:  1974-09       Impact factor: 3.857

10.  Rabbit muscle L-glycerol-3-phosphate dehydrogenase. Substrate activity of 3,4-dihydroxybutyl 1-phosphonate and 4-hydroxy-3-oxobutyl 1-phosphonate.

Authors:  P J Cheng; R Hickey; R Engel; B E Tropp
Journal:  Biochim Biophys Acta       Date:  1974-03-21
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  11 in total

1.  Dehydrogenation of the phosphonate analogue of glucose 6-phosphate by glucose 6-phosphate dehydrogenase.

Authors:  P R Adams; R Harrison; T D Inch; P Rich
Journal:  Biochem J       Date:  1976-04-01       Impact factor: 3.857

2.  Phosphonomethyl analogues of hexose phosphates.

Authors:  D Webster; W R Jondorf; H B Dixon
Journal:  Biochem J       Date:  1976-05-01       Impact factor: 3.857

3.  Development of a phosphatase-resistant, L-tyrosine derived LPA1/LPA3 dual antagonist.

Authors:  James E East; Karen M Carter; Perry C Kennedy; Nancy A Schulte; Myron L Toews; Kevin R Lynch; Timothy L Macdonald
Journal:  Medchemcomm       Date:  2011-03-03       Impact factor: 3.597

4.  An improved synthesis of 6,7-dideoxy-alpha-D-gluco-heptose 7-phosphonic acid.

Authors:  D J Roach; R Harrison; C R Hall; T D Inch
Journal:  Biochem J       Date:  1981-09-01       Impact factor: 3.857

5.  Dehydrogenation by gluconate 6-phosphate dehydrogenase of an isosteric phosphonate substrate analogue.

Authors:  D J Roach; R Harrison
Journal:  Biochem J       Date:  1981-09-01       Impact factor: 3.857

6.  The interaction of the phosphonate analogue of 3-phospho-D-glycerate with phosphoglycerate kinase.

Authors:  G A Orr; J R Knowles
Journal:  Biochem J       Date:  1974-09       Impact factor: 3.857

7.  Phosphonomethyl analogues of phosphate ester glycolytic intermediates.

Authors:  H B Dixon; M J Sparkes
Journal:  Biochem J       Date:  1974-09       Impact factor: 3.857

8.  Properties of the phosphonomethyl isosteres of two phosphate ester glycolytic intermediates.

Authors:  D Stribling
Journal:  Biochem J       Date:  1974-09       Impact factor: 3.857

9.  Arsenite release on enzymic transformation of arsonomethyl substrate analogues: a potentially lethal synthesis by glycerol-3-phosphate dehydrogenase.

Authors:  E K Mutenda; M J Sparkes; H B Dixon
Journal:  Biochem J       Date:  1995-09-15       Impact factor: 3.857

10.  The phosphonomethyl analogue of 3-phosphoglycerate is a potent competitive inhibitor of phosphoglycerate mutases.

Authors:  S M McAleese; L A Fothergill-Gilmore; H B Dixon
Journal:  Biochem J       Date:  1985-09-01       Impact factor: 3.857
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