10516-09-3

Usage

Uses

Used in Pharmaceutical Industry:
5-[(2S)-1-Methyl-2α-pyrrolidinyl]pyridine-2-ol is used as a research compound for studying the metabolism and effects of nicotine, a carcinogen agent. Understanding its properties and interactions can help in the development of treatments and therapies for nicotine addiction and related health issues.
Used in Toxicology Research:
As a metabolite of a known carcinogen, 5-[(2S)-1-Methyl-2α-pyrrolidinyl]pyridine-2-ol is used in toxicology research to investigate the mechanisms of nicotine-induced carcinogenesis and to identify potential targets for cancer prevention and treatment.
Used in Chemical Synthesis:
5-[(2S)-1-Methyl-2α-pyrrolidinyl]pyridine-2-ol can be used as a starting material or intermediate in the synthesis of other chemical compounds with potential applications in various industries, such as pharmaceuticals, agrochemicals, or materials science.

Upstream product

• 54-11-5 nicotin 
• 2055-13-2 5-(N'-Methyl-2'-pyrrolidinyl)-2-hydroxy pyridine 
• 65-30-5 S-(-)-nicotine hemisulfate 

Downstream Products

• 112091-17-5 (S)-6-chloronicotine 
• 7424-35-3 6-hydroxypseudooxynicotine 

Relevant academic research and scientific papers

Development of an R-selective amine oxidase with broad substrate specificity and high enantioselectivity

Amine oxidases are useful bio-catalysts for the synthesis of enantiomerically pure 1°, 2° and 3° chiral amines. Enzymes in this class (e.g., MAO-N from Aspergillus niger) reported previously have been shown to be highly S selective. Herein we report the development of an enantiocomplementary R-selective amine oxidase based on 6-hydroxy-D-nicotine oxidase (6-HDNO) with broadened substrate scope and high enantioselectivity. The engineered 6-HDNO enzyme has been applied to the preparative deracemisation of a range of racemic amines to yield S-configured products, for example, (S)-nicotine, in high ee. Nicotine rush: An R-selective amine oxidase based on 6-hydroxy-D-nicotine oxidase (6-HDNO) with broadened substrate scope and high enantioselectivity has been developed. The engineered 6-HDNO enzyme is applied to the preparative deracemization of a range of racemic amines to yield S-configured products, for example, (S)-nicotine, in high ee.

Renewable functionalized pyridines derived from microbial metabolites of the alkaloid (5)-nicotine

(S)-Nicotine, which is present in concentrations of 2-8 % in dried leaves of certain tobacco plants, was used as a starting material for the biocatalytic production of renewable functionalized pyridines. Key microbial metabolites of (5)-nicotine, such as 6-hydroxy-(5)-nicotine and 4-[(6-hydroxypyridine)-3-yl]-4-oxobutyrate were used in subsequent chemical steps for the preparation of a wide variety of 2,5-di- or 2,3,5-tri-substituted pyridines.