An improved synthesis of radiolabeled 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanone
✍ Scribed by Lisa A. Peterson; Thomas E. Spratt; Weifeng Shan; Lijuan Wang; Witold Subotkowski; Robert Roth
- Publisher
- John Wiley and Sons
- Year
- 2001
- Tongue
- French
- Weight
- 82 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0022-2135
- DOI
- 10.1002/jlcr.469
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✦ Synopsis
Abstract
The synthesis of high specific activity tritium‐labeled 4‐(acetoxymethylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanone is reported. This compound was prepared by tritiation of 4‐(acetoxymethylnitrosamino)‐1‐[3‐(5‐bromo)‐pyridyl]‐1‐butanone (5‐BrNNKOAc) in the presence of 10% Pd/C catalyst, yielding a product with a specific activity of 11.9 Ci/mmol. This pathway represents a major improvement over previously published methods. Copyright © 2001 John Wiley & Sons, Ltd.
📜 SIMILAR VOLUMES
The carcinogenic tobacco-specif ic nitrosamines 4- (methylnitrosemino) -1-(3-pyridyl) -1-butanone (NNK) and N'-nitrosonornicotine (NNN), as well as the model compound 4-(carbethoxynitrosamino) -1-(3-pyridyl) -1butanone, were synthesized with tritium at the 5-position of the pyridine ring. In each c
The expression profile of adenoma induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in A/J mice was compared with that of normal lung tissue by suppression subtractive hybridization (SSH). The mRNAs of surfactant-associated protein A (SP-A) and lysozyme showed characteristically higher
## Abstract Urinary metabolites of the tobacco‐specific nitrosamine 4‐(methylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanone (NNK), 4‐(methylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanol (NNAL) and its glucuronides, termed total NNAL, have recently been shown to be good predictors of lung cancer risk, years before di
## Abstract The synthesis of [3,3‐D~2~]4‐hydroxy‐1‐(3‐pyridyl)‐1‐butanone ([3,3‐D~2~]HPB), an internal standard for the analysis of hemoglobin and DNA adducts of tobacco‐specific nitrosamines, is reported. 3‐Pyridine carboxaldehyde was converted to 2‐(3‐pyridyl)‐1, 3‐dithiane. This was condensed wi
## Abstract ## BACKGROUND In the United States, Blacks who smoke cigarettes have a higher mean blood concentration of the nicotine metabolite cotinine than White smokers. It has not been determined whether there are racial differences in the exposure to the cigarette smoke carcinogen 4‐(methylnitr