4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone, a Nicotine-derived Carcinogenic Nitrosaminoketone (NNK): Three-dimensional Structure

Amy K. Katz; H. L. Carrell; Carol E. Afshar; Jenny P. Glusker; Dhimant Desai; Shantu Amin

doi:10.1023/A:1022431223064

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone, a Nicotine-derived Carcinogenic Nitrosaminoketone (NNK): Three-dimensional Structure

Amy K. Katz, H. L. Carrell, Carol E. Afshar, Jenny P. Glusker, Dhimant Desai, Shantu Amin

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

The three-dimensional structure of the carcinogenic nicotine-derived nitrosaminoketone, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, has been determined by X-ray crystallographic techniques. The molecule is essentially planar except for the methylnitrosamine group which is oriented at a dihedral angle of 68.7° to the pyridine ring. Molecules pack by way of C-H⋯O interactions that involve the -NNO group.

Original language	English (US)
Pages (from-to)	439-443
Number of pages	5
Journal	Structural Chemistry
Volume	10
Issue number	6
DOIs	https://doi.org/10.1023/A:1022431223064
State	Published - 1999

All Science Journal Classification (ASJC) codes

Condensed Matter Physics
Physical and Theoretical Chemistry

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title = "4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone, a Nicotine-derived Carcinogenic Nitrosaminoketone (NNK): Three-dimensional Structure",

abstract = "The three-dimensional structure of the carcinogenic nicotine-derived nitrosaminoketone, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, has been determined by X-ray crystallographic techniques. The molecule is essentially planar except for the methylnitrosamine group which is oriented at a dihedral angle of 68.7° to the pyridine ring. Molecules pack by way of C-H⋯O interactions that involve the -NNO group.",

author = "Katz, {Amy K.} and Carrell, {H. L.} and Afshar, {Carol E.} and Glusker, {Jenny P.} and Dhimant Desai and Shantu Amin",

note = "Funding Information: This work was supported by grants CA-10925 (to JPG), CA-06927 (to FCCC) and Cancer Center Support Grant CA-17613 (to SA) from the National Institutes of Health and an appropriation from the Commonwealth of Pennsylvania (to FCCC). Its contents are solely the responsibility of the authors and do not necessarily represent the official views of the National Cancer Institute.",

year = "1999",

doi = "10.1023/A:1022431223064",

language = "English (US)",

volume = "10",

pages = "439--443",

journal = "Structural Chemistry",

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TY - JOUR

T1 - 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone, a Nicotine-derived Carcinogenic Nitrosaminoketone (NNK)

T2 - Three-dimensional Structure

AU - Katz, Amy K.

AU - Carrell, H. L.

AU - Afshar, Carol E.

AU - Glusker, Jenny P.

AU - Desai, Dhimant

AU - Amin, Shantu

N1 - Funding Information: This work was supported by grants CA-10925 (to JPG), CA-06927 (to FCCC) and Cancer Center Support Grant CA-17613 (to SA) from the National Institutes of Health and an appropriation from the Commonwealth of Pennsylvania (to FCCC). Its contents are solely the responsibility of the authors and do not necessarily represent the official views of the National Cancer Institute.

PY - 1999

Y1 - 1999

N2 - The three-dimensional structure of the carcinogenic nicotine-derived nitrosaminoketone, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, has been determined by X-ray crystallographic techniques. The molecule is essentially planar except for the methylnitrosamine group which is oriented at a dihedral angle of 68.7° to the pyridine ring. Molecules pack by way of C-H⋯O interactions that involve the -NNO group.

AB - The three-dimensional structure of the carcinogenic nicotine-derived nitrosaminoketone, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, has been determined by X-ray crystallographic techniques. The molecule is essentially planar except for the methylnitrosamine group which is oriented at a dihedral angle of 68.7° to the pyridine ring. Molecules pack by way of C-H⋯O interactions that involve the -NNO group.

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4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone, a Nicotine-derived Carcinogenic Nitrosaminoketone (NNK): Three-dimensional Structure

Abstract

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