Tobacco smoke from a typical cigarette contains 20-40 ng of benzo[a]pyrene, which can be oxidized by mammalian metabolic enzymes to form cancerogenic and mutagenic compound A. Carcinogenic properties of compound A arise from its ability to react with 2-amino group of guanine base, an essential component of DNA, according to the following scheme. Propose the structure of compound A indicating the stereochemistry where appropriate. DNA NH DNA-NH2 НО, HO Compound A OH HO ОН HO ОН

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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Tobacco smoke from a typical cigarette contains 20-40 ng of benzo[a]pyrene, which can be oxidized by mammalian metabolic enzymes to form
cancerogenic and mutagenic compound A. Carcinogenic properties of compound A arise from its ability to react with 2-amino group of guanine base, an
essential component of DNA, according to the following scheme. Propose the structure of compound A indicating the stereochemistry where appropriate.
DNA
NH
DNA-NH2
НО,
HO
Compound A
OH
HO
ОН
HO
ОН
Transcribed Image Text:Tobacco smoke from a typical cigarette contains 20-40 ng of benzo[a]pyrene, which can be oxidized by mammalian metabolic enzymes to form cancerogenic and mutagenic compound A. Carcinogenic properties of compound A arise from its ability to react with 2-amino group of guanine base, an essential component of DNA, according to the following scheme. Propose the structure of compound A indicating the stereochemistry where appropriate. DNA NH DNA-NH2 НО, HO Compound A OH HO ОН HO ОН
NH2
HO,
HO"
Он
HO
ОН
Transcribed Image Text:NH2 HO, HO" Он HO ОН
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