Glutamate-1-semialdehyde

Glutamate-1-semialdehyde
Names
Preferred IUPAC name
(4S)-4-Amino-5-oxopentanoic acid
Identifiers
3D model (JSmol)
ChemSpider
MeSH glutamate-1-semialdehyde
UNII
  • InChI=1S/C5H9NO3/c6-4(3-7)1-2-5(8)9/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1 ☒N
    Key: MPUUQNGXJSEWTF-BYPYZUCNSA-N ☒N
  • InChI=1/C5H9NO3/c6-4(3-7)1-2-5(8)9/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1
    Key: MPUUQNGXJSEWTF-BYPYZUCNBY
  • C(CC(=O)O)[C@@H](C=O)N
Properties
C5H9NO3
Molar mass 131.131 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Glutamate-1-semialdehyde is a molecule formed from by the reduction of tRNA bound glutamate, catalyzed by glutamyl-tRNA reductase. It is isomerized by glutamate-1-semialdehyde 2,1-aminomutase to give aminolevulinic acid in the biosynthesis of porphyrins, including heme and chlorophyll.[1][2]

  1. ^ Beale SI (August 1990). "Biosynthesis of the Tetrapyrrole Pigment Precursor, delta-Aminolevulinic Acid, from Glutamate". Plant Physiol. 93 (4): 1273–9. doi:10.1104/pp.93.4.1273. PMC 1062668. PMID 16667613.
  2. ^ Willows, R.D. (2004). "Chlorophylls". In Goodman, Robert M. (ed.). Encyclopaedia of Plant and Crop Science. Marcel Dekker. pp. 258–262. ISBN 0-8247-4268-0.