related to degree

• Dickerson, Tobin, Ph.D. in Chemistry, Scripps Research , with Dr. Kim Janda 2000 - 2004

authors

• Dickerson, Tobin
• Janda, Kim

publication date

• April 2002

journal

• Journal of the American Chemical Society  Journal

abstract

• Nornicotine, an endogenous tobacco alkaloid and minor nicotine metabolite, can catalyze aldol reactions at physiological pH. Catalysis appears to be due to a covalent enamine mechanism, an unprecedented reaction with small organic molecule catalysts in aqueous buffer. Kinetic parameters for nornicotine as well as other related alkaloids were measured and demonstrate that both the pyrrolidine and pyridine rings are critical for optimal catalysis. Substrate compatibility of this catalyst and its implications in vivo are discussed.

subject areas

• Acetone
• Benzaldehydes
• Catalysis
• Kinetics
• Nicotine
• Proline
• Pyrrolidines
• Substrate Specificity
• Water

International Standard Serial Number (ISSN)

• 0002-7863

Digital Object Identifier (DOI)

• 10.1021/ja017774f

PubMed ID

• 11916401

start page

• 3220

end page

• 3221

volume

• 124

issue

• 13