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In humans, norbuprenorphine is the primary major metabolite of buprenorphine, as represented by the bold arrow. Norbuprenorphine is formed by oxidative N -dealkylation of buprenorphine’s cyclopropyl methyl group by various cytochrome P450s. Precision deuteration is expected to make this group less vulnerable to metabolic cleavage and thus reduce its metabolism to norbuprenorphine, as represented by the thin broken arrow.

Journal: bioRxiv

Article Title: Deuterated buprenorphine retains pharmacodynamic properties of buprenorphine

doi: 10.1101/2022.12.12.520120

Figure Lengend Snippet: In humans, norbuprenorphine is the primary major metabolite of buprenorphine, as represented by the bold arrow. Norbuprenorphine is formed by oxidative N -dealkylation of buprenorphine’s cyclopropyl methyl group by various cytochrome P450s. Precision deuteration is expected to make this group less vulnerable to metabolic cleavage and thus reduce its metabolism to norbuprenorphine, as represented by the thin broken arrow.

Article Snippet: Buprenorphine ( BUP ) was purchased from Tocris (Minneapolis, MN).

Techniques: