Literature DB >> 6423020

A 1H n.m.r. study of the role of the glutamate moiety in the binding of methotrexate to Lactobacillus casei dihydrofolate reductase.

D J Antonjuk, B Birdsall, H T Cheung, G M Clore, J Feeney, A Gronenborn, G C Roberts, T Q Tran.   

Abstract

The binding of a series of amide derivatives of methotrexate to Lactobacillus casei dihydrofolate reductase has been studied by inhibition constant measurements and by 1H n.m.r. spectroscopy. Amide modification of the alpha-carboxylate of methotrexate was found to prevent interaction of the gamma-carboxylate with the imidazole of His 28. Estimates of the contributions to the binding energy from the alpha-carboxylate-Arg 57 and gamma-carboxylate-His 28 interactions have been made from a combination of inhibition and n.m.r. data.

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Year:  1984        PMID: 6423020      PMCID: PMC1986890          DOI: 10.1111/j.1476-5381.1984.tb10080.x

Source DB:  PubMed          Journal:  Br J Pharmacol        ISSN: 0007-1188            Impact factor:   8.739


  16 in total

1.  1H nuclear magnetic resonance studies of Lactobacillus casei dihydrofolate reductase: effects of substrate and inhibitor binding on the histidine residues.

Authors:  B Birdsall; D V Griffiths; G C Roberts; J Feeney; A Burgen
Journal:  Proc R Soc Lond B Biol Sci       Date:  1977-03-18

2.  Dihydrofolate reductase from Lactobacillus casei. X-ray structure of the enzyme methotrexate.NADPH complex.

Authors:  D A Matthews; R A Alden; J T Bolin; D J Filman; S T Freer; R Hamlin; W G Hol; R L Kisliuk; E J Pastore; L T Plante; N Xuong; J Kraut
Journal:  J Biol Chem       Date:  1978-10-10       Impact factor: 5.157

3.  Histidine residues of Lactobacillus casei dihydrofolate reductase: paramagnetic relaxation and deuterium-exchange studies and partial assignments.

Authors:  P Wyeth; A Gronenborn; B Birdsall; G C Roberts; J Feeney; A S Burgen
Journal:  Biochemistry       Date:  1980-06-10       Impact factor: 3.162

4.  Methotrexate analogs. 3. Synthesis and biological properties of some side-chain altered analogs.

Authors:  M Chaykovsky; A Rosowsky; N Papathanasopoulos; K K Chen; E J Modest; R L Kisliuk; Y Gaumont
Journal:  J Med Chem       Date:  1974-11       Impact factor: 7.446

5.  Nuclear magnetic resonance studies of the binding of substrate analogs and coenzyme to dihydrofolate reductase from Lactobacillus casei.

Authors:  G C Roberts; J Feeney; A S Burgen; V Yuferov; J G Dann; R Bjur
Journal:  Biochemistry       Date:  1974-12-17       Impact factor: 3.162

6.  Large-scale purification and characterization of dihydrofolate reductase from a methotrexate-resistant strain of Lactobacillus casei.

Authors:  J G Dann; G Ostler; R A Bjur; R W King; P Scudder; P C Turner; G C Roberts; A S Burgen
Journal:  Biochem J       Date:  1976-09-01       Impact factor: 3.857

7.  Dihydrofolate reductase: x-ray structure of the binary complex with methotrexate.

Authors:  D A Matthews; R A Alden; J T Bolin; S T Freer; R Hamlin; N Xuong; J Kraut; M Poe; M Williams; K Hoogsteen
Journal:  Science       Date:  1977-07-29       Impact factor: 47.728

8.  Methotrexate analogues. 14. Synthesis of new gamma-substituted derivatives as dihydrofolate reductase inhibitors and potential anticancer agents.

Authors:  A Rosowsky; R Forsch; J Uren; M Wick
Journal:  J Med Chem       Date:  1981-12       Impact factor: 7.446

9.  Effects of coenzyme binding on histidine residues of Lactobacillus casei dihydrofolate reductase.

Authors:  A Gronenborn; B Birdsall; E I Hyde; G C Roberts; J Feeney; A S Burgen
Journal:  Biochemistry       Date:  1981-03-31       Impact factor: 3.162

10.  Binding of coenzyme analogues to Lactobacillus casei dihydrofolate reductase: binary and ternary complexes.

Authors:  B Birdsall; A S Burgen; G C Roberts
Journal:  Biochemistry       Date:  1980-08-05       Impact factor: 3.162

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  2 in total

1.  Structure and dynamics in solution of the complex of Lactobacillus casei dihydrofolate reductase with the new lipophilic antifolate drug trimetrexate.

Authors:  V I Polshakov; B Birdsall; T A Frenkiel; A R Gargaro; J Feeney
Journal:  Protein Sci       Date:  1999-03       Impact factor: 6.725

2.  3H-n.m.r. studies of multiple conformations and dynamic processes in complexes of folate and methotrexate with Lactobacillus casei dihydrofolate reductase.

Authors:  N Curtis; S Moore; B Birdsall; J Bloxsidge; C L Gibson; J R Jones; J Feeney
Journal:  Biochem J       Date:  1994-10-15       Impact factor: 3.857

  2 in total

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