Stickland fermentation

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Citation bot (talk | contribs) at 05:57, 24 September 2020 (Add: doi, author pars. 1-1. Removed parameters. Some additions/deletions were actually parameter name changes. | You can use this bot yourself. Report bugs here. | Suggested by Abductive | Category:Name reactions | via #UCB_Category). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

General mechanism in the Stickland fermentation
Stickland fermentation exempflified with D-alanine and glycine

Stickland fermentation or The Stickland Reaction[1] is the name for a chemical reaction that involves the coupled oxidation and reduction of amino acids to organic acids. The electron donor amino acid is oxidised to a volatile carboxylic acid one carbon atom shorter than the original amino acid. For example, alanine with a three carbon chain is converted to acetate with two carbons. The electron acceptor amino acid is reduced to a volatile carboxylic acid the same length as the original amino acid. For example, glycine with two carbons is converted to acetate.

In this way, amino acid fermenting microbes can avoid using hydrogen ions as electron acceptors to produce hydrogen gas. Amino acids can be Stickland acceptors, Stickland donors, or act as both donor and acceptor. Only histidine cannot be fermented by Stickland reactions, and is oxidised. With a typical amino acid mix, there is a 10% shortfall in Stickland acceptors, which results in hydrogen production. Under very low hydrogen partial pressures, increased uncoupled anaerobic oxidation has also been observed. It occurs in proteolytic clostridiums such as: C. perfringens, C. difficile, C. sporogenes, and C. botulinum.

Additionally, sarcosine and betaine can act as electron acceptors.[2]

References

  1. ^ Nisman, B. (1954). "The Stickland Reaction". Bacteriological Reviews. 18 (1): 16–42. doi:10.1128/MMBR.18.1.16-42.1954. PMC 180783. PMID 13140081.
  2. ^ Schink, Prof Bernhard; Stams, Alfons J. M. (2013-01-01). Rosenberg, Eugene; DeLong, Edward F.; Lory, Stephen; Stackebrandt, Erko; Thompson, Fabiano (eds.). Syntrophism Among Prokaryotes. Springer Berlin Heidelberg. pp. 471–493. doi:10.1007/978-3-642-30123-0_59. ISBN 978-3-642-30122-3.