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. 2023:1047:35-60.
Epub 2023 Aug 23.

Synthetic Nicotine: Science, Global Legal Landscape, and Regulatory Considerations

Micah L Berman  1   2   3 , Patricia J Zettler  2   3 , Sven-Eric Jordt  4   5
Affiliations

Synthetic Nicotine: Science, Global Legal Landscape, and Regulatory Considerations

Micah L Berman et al. World Health Organ Tech Rep Ser. 2023.
No abstract available

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Figures

Figure 1.
Figure 1.. Structure and chemistry of synthetic nicotine
(A). Structures of S- and R-nicotine. The compounds differ in their configuration at the carbon atom labeled with a red asterisk, also called a chiral center. In tobacco leaf >99% of nicotine is present as S-nicotine. Synthetic “Tobacco-Free Nicotine” (TFN), marketed by Next Generation Labs, is racemic, containing 50% S-nicotine and 50% R-nicotine. Pure synthetic S-nicotine is chemically indistinguishable from S-nicotine purified from tobacco. (B). Synthesis of S-nicotine as described in a patent assigned to Zanoprima involving a biotechnological step. The starting material is myosmine, first converted to S-nornicotine using a recombinant enzyme (1), a NADH/NADPH dependent imine reductase. Such a reaction is also called “stereoselective”. S-nornicotine is then converted to S-nicotine through methylation (2).
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References

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