A FLOW LINEAR DICHROISM STUDY OF THE ORIENTATION OF 4′,5′‐PSORALEN‐DNA PHOTOADDUCTS

Paul Vigny, Jocelyne Blais, Victor Ibanez, Nicholas E. Geacintov

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Abstract

Abstract— The flow linear dichroism properties of covalent adducts derived from the photochemical binding of various psoralen derivatives to salmon sperm DNA were investigated. The psoralens studied include bifunctional derivatives (8‐methoxypsoralen,5‐methoxypsoralen, tetrahydropyrido [3,4: 4‘,5’] psoralen) and monofunctional derivatives (pyrido [3,4‐c] psoralen, 7‐methylpyrido [3,4‐c] psoralen, 3‐carbethoxypsoralen). The orientation of the psoralen moieties (furan‐side monoadducts) relative to the orientation of the DNA bases was determined. All of the furan‐side monoadducts are characterized by a similar orientation, with mean angles between the psoralen moiety and the normals of the planes of the DNA bases ranging between 70° and values close—but not equal—to 90°. The results are consistent with a pseudo‐intercalative adduct geometry, most probably involving stacking interactions with the DNA bases.

Original languageEnglish (US)
Pages (from-to)601-607
Number of pages7
JournalPhotochemistry and photobiology
Volume45
Issue number5
DOIs
StatePublished - May 1987

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry

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