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Unusual spin-trap chemistry for the reaction of hydroxyl radical with the carcinogen N-nitrosodimethylamine

Journal Article:

Abstract

The reaction of the potent carcinogen N-nitrosodimethylamine (NDMA) with hydroxyl radical generated via radiolysis was studied using EPR techniques. Attempts to spin trap NDMA radical intermediates with 3.5-dibromo-4-nitrosobenzene sulfonate (DBNBS) produced only unusual DBNBS radicals. One of these radicals was shown to be generated by both reaction of DBNBS with nitric oxide, and direct oxidation of DBNBS with an inorganic oxidant (BR{sub 2}{sup -}). Another DBNBS radical was identified as a sulfite spin adduct resulting from the degradation of DBNBS by a NDMA reactive inter-mediate. In the absence of DBNBS, hydroxyl radical reaction with NDMA gave the dimethylnitroxide produced an EPR spectrum nearly identical to that of NDMA solutions with DBNBS added before radiolysis. A proposed mechanism accounting for these observations is presented. (author).
Authors:
Wink, D A; [1]  Desrosiers, M F [2] 
  1. National Cancer Inst., Frederick, MD (United States)
  2. National Inst. of Standards and Technology, Gaithersburg, MD (United States)
Publication Date:
Jan 01, 1991
Product Type:
Journal Article
Reference Number:
AIX-23-018553; EDB-92-034497
Resource Relation:
Journal Name: Radiation Physics and Chemistry (International Journal of Radiation Applications and Instrumentation, Part C); (United Kingdom); Journal Volume: 38:5
Subject:
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY; AMINES; NITROSO COMPOUNDS; RADIOLYSIS; CARCINOGENS; DETOXIFICATION; DMSO; ELECTRON SPIN RESONANCE; ELECTRON TRANSFER; GAMMA RADIATION; HYDROXYL RADICALS; PULSED IRRADIATION; CHEMICAL RADIATION EFFECTS; CHEMICAL REACTIONS; DECOMPOSITION; ELECTROMAGNETIC RADIATION; IONIZING RADIATIONS; IRRADIATION; MAGNETIC RESONANCE; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; ORGANIC SULFUR COMPOUNDS; RADIATION EFFECTS; RADIATIONS; RADICALS; RESONANCE; SULFOXIDES; 400600* - Radiation Chemistry
OSTI ID:
5834232
Country of Origin:
United Kingdom
Language:
English
Other Identifying Numbers:
Journal ID: ISSN 0146-5724; CODEN: RPCHD
Submitting Site:
GBN
Size:
Pages: 467-472
Announcement Date:
Mar 15, 1992

Journal Article:

Citation Formats

Wink, D A, and Desrosiers, M F. Unusual spin-trap chemistry for the reaction of hydroxyl radical with the carcinogen N-nitrosodimethylamine. United Kingdom: N. p., 1991. Web.
Wink, D A, & Desrosiers, M F. Unusual spin-trap chemistry for the reaction of hydroxyl radical with the carcinogen N-nitrosodimethylamine. United Kingdom.
Wink, D A, and Desrosiers, M F. 1991. "Unusual spin-trap chemistry for the reaction of hydroxyl radical with the carcinogen N-nitrosodimethylamine." United Kingdom.
@misc{etde_5834232,
title = {Unusual spin-trap chemistry for the reaction of hydroxyl radical with the carcinogen N-nitrosodimethylamine}
author = {Wink, D A, and Desrosiers, M F}
abstractNote = {The reaction of the potent carcinogen N-nitrosodimethylamine (NDMA) with hydroxyl radical generated via radiolysis was studied using EPR techniques. Attempts to spin trap NDMA radical intermediates with 3.5-dibromo-4-nitrosobenzene sulfonate (DBNBS) produced only unusual DBNBS radicals. One of these radicals was shown to be generated by both reaction of DBNBS with nitric oxide, and direct oxidation of DBNBS with an inorganic oxidant (BR{sub 2}{sup -}). Another DBNBS radical was identified as a sulfite spin adduct resulting from the degradation of DBNBS by a NDMA reactive inter-mediate. In the absence of DBNBS, hydroxyl radical reaction with NDMA gave the dimethylnitroxide produced an EPR spectrum nearly identical to that of NDMA solutions with DBNBS added before radiolysis. A proposed mechanism accounting for these observations is presented. (author).}
journal = {Radiation Physics and Chemistry (International Journal of Radiation Applications and Instrumentation, Part C); (United Kingdom)}
volume = {38:5}
journal type = {AC}
place = {United Kingdom}
year = {1991}
month = {Jan}
}