An Organic Chemist’s Guide to N-Nitrosamines: Their Structure ...
2021年1月21日 · Nitrosamine 2 first undergoes enzymatic α-hydroxylation with cytochrome P450 and subsequently forms the dealkylated primary nitrosamine. The unstable primary nitrosamine further decomposes to diazonium 3, a DNA alkylating agent. The resulting DNA damage can lead to …
An Organic Chemist’s Guide to N-Nitrosamines: Their Structure ...
THE STRUCTURE OF NITROSAMINES. Although nitrosamines are typically depicted as structure 1a, their actual structures and chemical reactivity are heavily influenced by the zwitterionic resonance structure 1b .
Developing structure-activity relationships for N-nitrosamine …
2021年11月1日 · Specific structural features have clear effects on N-nitrosamine carcinogenic potency. Analysis of N-nitrosamine SAR may require investigation of potentials for metabolism, DNA binding and DNA repair. Presence or absence of structural features can support read-across for novel N -nitrosamines.
Nitrosamines are formed via various nitrosating agents and also formed endogenously through pyrrolidine. During nitrosamine metabolism, several intermediates are formed that may be directly bind with DNA, alkylate them or react with
Nitrosamine - Wikipedia
In organic chemistry, nitrosamines (or more formally N-nitrosamines) are organic compounds with the chemical structure R 2 N−N=O, where R is usually an alkyl group. [1] They feature a nitroso group ( NO + ) bonded to a deprotonated amine .
DNA Alkylation Damage by Nitrosamines and Relevant DNA …
We first summarize the current knowledge on the different sources and chemical nature of alkylating agents with a focus on relevant nitrosamines. Subsequently, we present the major DNA alkylation adducts induced by nitrosamines upon their metabolic activation by CYP450 monooxygenases.
An Organic Chemist’s Guide to N -Nitrosamines: Their Structure ...
Understanding the chemistry of N-nitrosamines will be key to addressing these challenges. To facilitate such understanding, we focus in this Perspective on the structure, reactivity, and...
An Organic Chemist’s Guide to N-Nitrosamines: Their Structure ...
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Metabolic Activation and DNA Interactions of Carcinogenic N ...
The electrophiles resulting from the cytochrome P450-mediated metabolism of N-nitrosamines can readily react with DNA and form covalent addition products (DNA adducts) that play a central role in carcinogenesis if not repaired.
The Landscape of Potential Small and Drug Substance Related ...
2022年9月16日 · Most structures identified through our workflow could form complex API-related nitrosamines, so-called nitrosamine drug substance related impurities (NDSRIs), although we also found structures that could release the well-known small and …
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