Literature DB >> 4373718

Intramolecular hydrogen bonding in flavin adenine dinucleotide.

M Raszka, N O Kaplan.   

Abstract

Data obtained by means of proton magnetic resonance spectroscopy indicate that specific association of FMN occurs with AMP in aqueous solution, because much weaker interaction is observed with FMN of either GMP or CMP. A comparison of FAD with a 1:1 mixture of FMN and AMP suggests that the flavin is involved in an intramolecular hydrogen bonding with the adenine moiety of FAD. The temperature dependence of chemical shifts would seem to indicate that the pyrophosphate linkage acts to reinforce stacking interactions as well as hydrogen bonding in the coenzyme. The linkage also limits the number of cyclic hydrogen bonding configurations, and a model is proposed to describe a fraction of unstacked FAD in aqueous solution.A parallel study was made of NAD(+) and its analogues; in contrast to FAD, no clear evidence of cyclic hydrogen bonding was obtained with the pyridine coenzymes.

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Year:  1974        PMID： 4373718      PMCID： PMC433924          DOI： 10.1073/pnas.71.11.4546

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  13 in total

1.  Investigations of inter- and intramolecular interations in flavin--adenine dinucleotide by proton magnetic resonance.

Authors:  R H Sarma; P Dannies; N O Kaplan
Journal:  Biochemistry       Date:  1968-12       Impact factor: 3.162

2.  A molecular orbital study of the conformational properties of nicotinamides.

Authors:  J L Coubeils; B Pullman; P Courrière
Journal:  Biochem Biophys Res Commun       Date:  1971-09       Impact factor: 3.575

3.  High-resolution proton and phosphorus nuclear magnetic resonance spectra of flavin-adenine dinucleotide and its conformation in aqueous solution.

Authors:  M Kainosho; Y Kyogoku
Journal:  Biochemistry       Date:  1972-02-29       Impact factor: 3.162

4.  The 220 MHz nuclear magnetic resonance study of a solvent-induced conformational change in flavin adenine dinucleotide.

Authors:  G Kotowycz; N Teng; M P Klein; M Calvin
Journal:  J Biol Chem       Date:  1969-10-25       Impact factor: 5.157

5.  Specific association of riboflavin and adenine derivatives in chloroform solution and the effect of barbiturates on the association.

Authors:  Y Kyogoku; B S Yu
Journal:  Bull Chem Soc Jpn       Date:  1969-05       Impact factor: 5.488

6.  NMR evidence of specific base-pairing between purines and pyrimidines.

Authors:  R R Shoup; H T Miles; E D Becker
Journal:  Biochem Biophys Res Commun       Date:  1966-04-19       Impact factor: 3.575

7.  Association by hydrogen bonding of mononucleotides in aqueous solution.

Authors:  M Raszka; N O Kaplan
Journal:  Proc Natl Acad Sci U S A       Date:  1972-08       Impact factor: 11.205

8.  Conformation of pyridine nucleotides studied by phosphorus-31 and hydrogen-1 fast Fourier transform nuclear magnetic resonance spectroscopy. I. Oxidized and reduced mononucleotides.

Authors:  R H Sarma; R J Mynott
Journal:  J Am Chem Soc       Date:  1973-03-07       Impact factor: 15.419

9.  Crystal and molecular structure of the salt (1-methylnicotinamide)(+) aden-9-ylacetate(-) dihydrate. A model for the intramolecular interactions of oxidized nicotinamide adenine dinucleotide.

Authors:  D Voet
Journal:  J Am Chem Soc       Date:  1973-05-30       Impact factor: 15.419

10.  Conformations of diphosphopyridine coenzymes upon binding to dehydrogenases.

Authors:  C Y Lee; R D Eichner; N O Kaplan
Journal:  Proc Natl Acad Sci U S A       Date:  1973-05       Impact factor: 11.205
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  4 in total

1.  Crystal structure of a complex between lumiflavin and 2,6-diamino-9-ethylpurine: a flavin adenine dinucleotide model exhibiting charge-transfer interactions.

Authors:  F E Scarbrough; H Shieh; D Voet
Journal:  Proc Natl Acad Sci U S A       Date:  1976-11       Impact factor: 11.205

2.  An insight into pH-induced changes in FAD conformational structure by means of time-resolved fluorescence and circular dichroism.

Authors:  Rosario Esposito; Ines Delfino; Marianna Portaccio; Clara Iannuzzi; Maria Lepore
Journal:  Eur Biophys J       Date:  2019-05-04       Impact factor: 1.733

3.  Flavin adenine dinucleotide structural motifs: from solution to gas phase.

Authors:  Juan Camilo Molano-Arevalo; Diana R Hernandez; Walter G Gonzalez; Jaroslava Miksovska; Mark E Ridgeway; Melvin A Park; Francisco Fernandez-Lima
Journal:  Anal Chem       Date:  2014-09-29       Impact factor: 6.986

4.  Revealing the transient conformations of a single flavin adenine dinucleotide using an aerolysin nanopore.

Authors:  Meng-Yin Li; Ya-Qian Wang; Yi-Lun Ying; Yi-Tao Long
Journal:  Chem Sci       Date:  2019-09-23       Impact factor: 9.825
  4 in total

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