PHOTOCHEMICAL COUPLING OF BENZO [a]PYEENE WITH 1-METHYLCYTOSINE.POSSIBLE MECHANISM OF THE LINKAGE IN VIVO
Irradiation of benzo[a]pyrene 1 with 1-methylcytosine hydrochloride 2a (molar ratio 1:10) at 3500 {angstrom} in methanol-acetone produces the 6-(1-methylcytos-5-yl)-benzo[pa]pyrene 3. The structure of the photoproduct shows the hydrocarbon bound through the most active 6-carbon atom to the nucleophilic 5-position of the base. The specific substitution of both moieties combined with other data allows them to understand the carcinogenic activity of the hydrocarbon and thereby to propose a possible mechanism of their linkage in vivo. In this model, the K region does not play a role in triggering the cancer process.
- Research Organization:
- Ernest Orlando Lawrence Berkeley NationalLaboratory, Berkeley, CA (US)
- Sponsoring Organization:
- USAEC
- DOE Contract Number:
- AC02-05CH11231
- OSTI ID:
- 928393
- Report Number(s):
- UCRL--20061
- Country of Publication:
- United States
- Language:
- English
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