Conformational studies of stereoisomeric tetraols serived form syn- and anti-dibenzo [a,l]pyrene diolepoxides

R. Jankowiak; F. Ariese; D. Zamzow; A. Luch; H. Kroth; A. Seidel; G.J. Small

doi:10.1021/tx960211a

Conformational studies of stereoisomeric tetraols serived form syn- and anti-dibenzo [a,l]pyrene diolepoxides

R. Jankowiak, F. Ariese, D. Zamzow, A. Luch, H. Kroth, A. Seidel, G.J. Small

Institute for Environmental Studies

Research output: Contribution to Journal › Article › Academic › peer-review

201 Downloads (Pure)

Abstract

An understanding of the conformational behavior of the stereoisomeric tetrols at the 11,12,13,14-positions of dibenzo[a,l]pyrene (DB[a,l]P) is essential for the spectroscopic identification of DNA adducts derived from the biologically highly active fjord region syn- and anti-DB[a,l]P-11,12- diol 13,14-epoxides. Conformational effects are expected to play an important role in DNA-DB[a,l]P diol epoxide reactivity, base-sequence specificity, and conformation dependent repair. The results of conformational studies on trans-anti-, cis-anti-, and cis-syn-DB[a,l]P tetrol isomers are presented and compared to the results obtained previously for trans-syn-DB[a,l]P tetrol (Carcinogenesis 17, 829-837, 1996). Molecular mechanics, dynamical simulations, and semiempirical calculations of electronic transitions are used to interpret the low-temperature fluorescence spectra and

Original language	English
Pages (from-to)	677-686
Journal	Chemical Research in Toxicology
Volume	10
DOIs	https://doi.org/10.1021/tx960211a
Publication status	Published - 1997

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1021/tx960211a

113813Final published version, 321 KB

Persistent URL (handle)

Copy link address

Cite this

@article{b17c90750b1144f6ab656f9c20c977e7,

title = "Conformational studies of stereoisomeric tetraols serived form syn- and anti-dibenzo [a,l]pyrene diolepoxides",

abstract = "An understanding of the conformational behavior of the stereoisomeric tetrols at the 11,12,13,14-positions of dibenzo[a,l]pyrene (DB[a,l]P) is essential for the spectroscopic identification of DNA adducts derived from the biologically highly active fjord region syn- and anti-DB[a,l]P-11,12- diol 13,14-epoxides. Conformational effects are expected to play an important role in DNA-DB[a,l]P diol epoxide reactivity, base-sequence specificity, and conformation dependent repair. The results of conformational studies on trans-anti-, cis-anti-, and cis-syn-DB[a,l]P tetrol isomers are presented and compared to the results obtained previously for trans-syn-DB[a,l]P tetrol (Carcinogenesis 17, 829-837, 1996). Molecular mechanics, dynamical simulations, and semiempirical calculations of electronic transitions are used to interpret the low-temperature fluorescence spectra and",

author = "R. Jankowiak and F. Ariese and D. Zamzow and A. Luch and H. Kroth and A. Seidel and G.J. Small",

year = "1997",

doi = "10.1021/tx960211a",

language = "English",

volume = "10",

pages = "677--686",

journal = "Chemical Research in Toxicology",

issn = "0893-228X",

publisher = "American Chemical Society",

}

TY - JOUR

T1 - Conformational studies of stereoisomeric tetraols serived form syn- and anti-dibenzo [a,l]pyrene diolepoxides

AU - Jankowiak, R.

AU - Ariese, F.

AU - Zamzow, D.

AU - Luch, A.

AU - Kroth, H.

AU - Seidel, A.

AU - Small, G.J.

PY - 1997

Y1 - 1997

N2 - An understanding of the conformational behavior of the stereoisomeric tetrols at the 11,12,13,14-positions of dibenzo[a,l]pyrene (DB[a,l]P) is essential for the spectroscopic identification of DNA adducts derived from the biologically highly active fjord region syn- and anti-DB[a,l]P-11,12- diol 13,14-epoxides. Conformational effects are expected to play an important role in DNA-DB[a,l]P diol epoxide reactivity, base-sequence specificity, and conformation dependent repair. The results of conformational studies on trans-anti-, cis-anti-, and cis-syn-DB[a,l]P tetrol isomers are presented and compared to the results obtained previously for trans-syn-DB[a,l]P tetrol (Carcinogenesis 17, 829-837, 1996). Molecular mechanics, dynamical simulations, and semiempirical calculations of electronic transitions are used to interpret the low-temperature fluorescence spectra and

AB - An understanding of the conformational behavior of the stereoisomeric tetrols at the 11,12,13,14-positions of dibenzo[a,l]pyrene (DB[a,l]P) is essential for the spectroscopic identification of DNA adducts derived from the biologically highly active fjord region syn- and anti-DB[a,l]P-11,12- diol 13,14-epoxides. Conformational effects are expected to play an important role in DNA-DB[a,l]P diol epoxide reactivity, base-sequence specificity, and conformation dependent repair. The results of conformational studies on trans-anti-, cis-anti-, and cis-syn-DB[a,l]P tetrol isomers are presented and compared to the results obtained previously for trans-syn-DB[a,l]P tetrol (Carcinogenesis 17, 829-837, 1996). Molecular mechanics, dynamical simulations, and semiempirical calculations of electronic transitions are used to interpret the low-temperature fluorescence spectra and

U2 - 10.1021/tx960211a

DO - 10.1021/tx960211a

M3 - Article

SN - 0893-228X

VL - 10

SP - 677

EP - 686

JO - Chemical Research in Toxicology

JF - Chemical Research in Toxicology

ER -

Conformational studies of stereoisomeric tetraols serived form syn- and anti-dibenzo [a,l]pyrene diolepoxides

Abstract

UN SDGs

Access to Document

Persistent URL (handle)

Fingerprint

Cite this