Resonance Raman Spectra Of Flavin Derivatives Containing Chemical Modifications In Positions 7 And 8 Of The Isoalloxazine Ring

Lawrence M. Schopfer, Michael D. Morris

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

The resonance Raman spectra of riboflavin, 7, 8-dichlororiboflavin, 8-chlororiboflavin. 8-bromoriboflavin, 8-(methylmercapto)riboflavin, 7-chlorolumiflavin, 8-norlumiflavin, 7, 8-noriumiflavin, and 3-CH2COOH-lumiflavin were measured in complex with riboflavin binding protein, which was used as a fluorescence quenching agent. Shifts in the positions of Raman bands in the vicinity of 1250, 1405, 1550, and 1585 cm-1were observed in the spectra of many of these flavin derivatives. Comparable shifts were found in the IR spectra (solid KBr) of the uncomplexed flavins. The perturbed bands have been previously assigned to reasonably localized stretching modes in the isoalloxazine system, which are well removed from the 7 and 8 positions. Thus, a direct effect on these bands due to modification of the substituents at positions 7 and 8 is precluded. These observations have led us to conclude that these Raman bands are associated with highly delocalized aromatic framework vibrations.

Original languageEnglish (US)
Pages (from-to)4932-4935
Number of pages4
JournalBiochemistry
Volume19
Issue number21
DOIs
StatePublished - Feb 1 1980

Fingerprint

Riboflavin
Chemical modification
Raman scattering
Flavins
Derivatives
Vibration
Fluorescent Dyes
Stretching
Quenching
Fluorescence
4,6-dinitro-o-cresol
isoalloxazine
lumiflavin
8-bromo-8-demethylriboflavin
riboflavin-binding protein
potassium bromide

ASJC Scopus subject areas

  • Biochemistry

Cite this

Resonance Raman Spectra Of Flavin Derivatives Containing Chemical Modifications In Positions 7 And 8 Of The Isoalloxazine Ring. / Schopfer, Lawrence M.; Morris, Michael D.

In: Biochemistry, Vol. 19, No. 21, 01.02.1980, p. 4932-4935.

Research output: Contribution to journalArticle

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AB - The resonance Raman spectra of riboflavin, 7, 8-dichlororiboflavin, 8-chlororiboflavin. 8-bromoriboflavin, 8-(methylmercapto)riboflavin, 7-chlorolumiflavin, 8-norlumiflavin, 7, 8-noriumiflavin, and 3-CH2COOH-lumiflavin were measured in complex with riboflavin binding protein, which was used as a fluorescence quenching agent. Shifts in the positions of Raman bands in the vicinity of 1250, 1405, 1550, and 1585 cm-1were observed in the spectra of many of these flavin derivatives. Comparable shifts were found in the IR spectra (solid KBr) of the uncomplexed flavins. The perturbed bands have been previously assigned to reasonably localized stretching modes in the isoalloxazine system, which are well removed from the 7 and 8 positions. Thus, a direct effect on these bands due to modification of the substituents at positions 7 and 8 is precluded. These observations have led us to conclude that these Raman bands are associated with highly delocalized aromatic framework vibrations.

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