The Enzymology of Organic Transformations: A Survey of Name Reactions in Biological Systems

Angew Chem Int Ed Engl. 2017 Mar 20;56(13):3446-3489. doi: 10.1002/anie.201603291. Epub 2017 Feb 14.

Abstract

Chemical reactions that are named in honor of their true, or at least perceived, discoverers are known as "name reactions". This Review is a collection of biological representatives of named chemical reactions. Emphasis is placed on reaction types and catalytic mechanisms that showcase both the chemical diversity in natural product biosynthesis as well as the parallels with synthetic organic chemistry. An attempt has been made, whenever possible, to describe the enzymatic mechanisms of catalysis within the context of their synthetic counterparts and to discuss the mechanistic hypotheses for those reactions that are currently active areas of investigation. This Review has been categorized by reaction type, for example condensation, nucleophilic addition, reduction and oxidation, substitution, carboxylation, radical-mediated, and rearrangements, which are subdivided by name reactions.

Keywords: biosynthesis; catalysis; enzymes; name reaction; reaction mechanisms.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Animals
  • Bacteria / chemistry
  • Bacteria / enzymology
  • Bacteria / metabolism
  • Biocatalysis
  • Biological Products / chemistry*
  • Biological Products / metabolism*
  • Biosynthetic Pathways*
  • Cyclization
  • Fungi / chemistry
  • Fungi / enzymology
  • Fungi / metabolism
  • Humans
  • Oxidation-Reduction
  • Plants / chemistry
  • Plants / enzymology
  • Plants / metabolism
  • Substrate Specificity

Substances

  • Biological Products