PHOTOCHEMICAL COUPLING OF BENZO[a]PYRENE WITH 1‐METHYLCYTOSINE; PHOTOENHANCEMENT OF CARCINOGENICITY

E. CAVALIERI, M. CALVIN

Research output: Contribution to journalArticle

59 Citations (Scopus)

Abstract

Abstract— Irradiation of the carcinogenic benzo[a]pyrene(I) with 1‐methylcytosine hydro‐chloride(II) (molar ratio 1:10) at 3500 Å in methanol‐acetone produces the 6‐(1‐methylcytos‐5‐yl)‐benzo[a]pyrene(III). The structure of the product shows the hydrocarbon bound through the most active 6‐carbon atom to the nucleophilic 5‐position of the base. In the second part, the possibility of observing carcinogenic effects on the mouse skin from non‐carcinogenic hydrocarbons under the action of u.v. light is investigated. Both experiments provide evidence that the 4,5‐double bond (K region) of I presumably does not play a role in triggering the cancer process.

Original languageEnglish (US)
Pages (from-to)641-653
Number of pages13
JournalPhotochemistry and Photobiology
Volume14
Issue number5
DOIs
StatePublished - Nov 1971

Fingerprint

Benzo(a)pyrene
pyrenes
Hydrocarbons
hydrocarbons
hydrochlorides
mice
Skin
cancer
Irradiation
Light
Atoms
irradiation
products
atoms
Neoplasms
Experiments

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry

Cite this

PHOTOCHEMICAL COUPLING OF BENZO[a]PYRENE WITH 1‐METHYLCYTOSINE; PHOTOENHANCEMENT OF CARCINOGENICITY. / CAVALIERI, E.; CALVIN, M.

In: Photochemistry and Photobiology, Vol. 14, No. 5, 11.1971, p. 641-653.

Research output: Contribution to journalArticle

@article{02bb002cd402470ebbc5e0534ea984be,
title = "PHOTOCHEMICAL COUPLING OF BENZO[a]PYRENE WITH 1‐METHYLCYTOSINE; PHOTOENHANCEMENT OF CARCINOGENICITY",
abstract = "Abstract— Irradiation of the carcinogenic benzo[a]pyrene(I) with 1‐methylcytosine hydro‐chloride(II) (molar ratio 1:10) at 3500 {\AA} in methanol‐acetone produces the 6‐(1‐methylcytos‐5‐yl)‐benzo[a]pyrene(III). The structure of the product shows the hydrocarbon bound through the most active 6‐carbon atom to the nucleophilic 5‐position of the base. In the second part, the possibility of observing carcinogenic effects on the mouse skin from non‐carcinogenic hydrocarbons under the action of u.v. light is investigated. Both experiments provide evidence that the 4,5‐double bond (K region) of I presumably does not play a role in triggering the cancer process.",
author = "E. CAVALIERI and M. CALVIN",
year = "1971",
month = "11",
doi = "10.1111/j.1751-1097.1971.tb06202.x",
language = "English (US)",
volume = "14",
pages = "641--653",
journal = "Photochemistry and Photobiology",
issn = "0031-8655",
publisher = "Wiley-Blackwell",
number = "5",

}

TY - JOUR

T1 - PHOTOCHEMICAL COUPLING OF BENZO[a]PYRENE WITH 1‐METHYLCYTOSINE; PHOTOENHANCEMENT OF CARCINOGENICITY

AU - CAVALIERI, E.

AU - CALVIN, M.

PY - 1971/11

Y1 - 1971/11

N2 - Abstract— Irradiation of the carcinogenic benzo[a]pyrene(I) with 1‐methylcytosine hydro‐chloride(II) (molar ratio 1:10) at 3500 Å in methanol‐acetone produces the 6‐(1‐methylcytos‐5‐yl)‐benzo[a]pyrene(III). The structure of the product shows the hydrocarbon bound through the most active 6‐carbon atom to the nucleophilic 5‐position of the base. In the second part, the possibility of observing carcinogenic effects on the mouse skin from non‐carcinogenic hydrocarbons under the action of u.v. light is investigated. Both experiments provide evidence that the 4,5‐double bond (K region) of I presumably does not play a role in triggering the cancer process.

AB - Abstract— Irradiation of the carcinogenic benzo[a]pyrene(I) with 1‐methylcytosine hydro‐chloride(II) (molar ratio 1:10) at 3500 Å in methanol‐acetone produces the 6‐(1‐methylcytos‐5‐yl)‐benzo[a]pyrene(III). The structure of the product shows the hydrocarbon bound through the most active 6‐carbon atom to the nucleophilic 5‐position of the base. In the second part, the possibility of observing carcinogenic effects on the mouse skin from non‐carcinogenic hydrocarbons under the action of u.v. light is investigated. Both experiments provide evidence that the 4,5‐double bond (K region) of I presumably does not play a role in triggering the cancer process.

UR - http://www.scopus.com/inward/record.url?scp=0015147203&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0015147203&partnerID=8YFLogxK

U2 - 10.1111/j.1751-1097.1971.tb06202.x

DO - 10.1111/j.1751-1097.1971.tb06202.x

M3 - Article

C2 - 5121257

AN - SCOPUS:0015147203

VL - 14

SP - 641

EP - 653

JO - Photochemistry and Photobiology

JF - Photochemistry and Photobiology

SN - 0031-8655

IS - 5

ER -