Bergmann degradation

Revision as of 22:51, 8 August 2012 by WikiBot (talk | contribs) (Bot: Automated text replacement (-{{SIB}} + & -{{EH}} + & -{{EJ}} + & -{{Editor Help}} + & -{{Editor Join}} +))
(diff) ← Older revision | Latest revision (diff) | Newer revision → (diff)
Jump to navigation Jump to search

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]


Overview

The Bergmann degradation is series of chemical reactions designed to remove a single amino acid from the carboxylic acid end of a peptide.[1][2]

The Bergmann degradation
The Bergmann degradation

The acyl azide of a peptide (1) undergoes a Curtius rearrangement in the presence of benzyl alcohol (2) to give a benzyl carbamate (3). The Cbz group of intermediate 3 is removed by hydrogenolysis to give an unsubstituteda amide (4) and an aldehyde (5).

References

  1. ↑ Bergmann, M. Science 1934, 79, 439.
  2. ↑ Bergmann, M.; Zervas, L. J. Biol. Chem. 1936, 113, 341.

See also


Template:WikiDoc Sources Template:Jb1

Retrieved from "https://www.wikidoc.org/index.php?title=Bergmann_degradation&oldid=669696"