Chemistry:Glutamate-5-semialdehyde
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Glutamate-5-semialdehyde is a non-proteinogenic amino acid involved in both the biosynthesis and degradation of proline and arginine (via ornithine),[1][2] as well as in the biosynthesis of antibiotics, such as carbapenems. It is synthesized by the reduction of glutamyl-5-phosphate by glutamate-5-semialdehyde dehydrogenase. In solution in water, the aldehyde is in chemical equilibrium with (S)-1-pyrroline-5-carboxylic acid and this is the form in which many of its biochemical reactions occur.[3]
- REDIRECT Template:Chemical reaction
Reduction of glutamic acid semialdehyde with sodium borohydride gives hydroxyaminovaleric acid.[4]
See also
References
- ↑ Baich A (1971). "The Biosynthesis of Proline in Escherichia coli: Phosphate-Dependent Glutamate-semialdehyde Dehydrogenase (NADP), the Second Enzyme in the Pathway". Biochim. Biophys. Acta 244 (1): 129–34. doi:10.1016/0304-4165(71)90129-2. PMID 4399189.
- ↑ Voet, Donald (2011). Biochemistry. Judith G. Voet (4th ed.). Hoboken, NJ: John Wiley & Sons. ISBN 978-0-470-57095-1. OCLC 690489261.
- ↑ Smith ME; Greenberg DM (1956). "Characterization of an enzyme reducing pyrroline-5-carboxylate to proline". Nature 177 (4520): 1130. doi:10.1038/1771130a0. PMID 13334497. Bibcode: 1956Natur.177.1130S.
- ↑ Requena, J. R.; Levine, R. L.; Stadtman, E. R. (2003). "Recent Advances in the Analysis of Oxidized Proteins". Amino Acids 25 (3–4): 221–226. doi:10.1007/s00726-003-0012-1. PMID 14661085.
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