Glutamate-5-semialdehyde

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Glutamate-5-semialdehyde
Names
IUPAC name
(2S)-2-Amino-5-oxopentanoic acid
Other names
L-Glutamate gamma-semialdehyde; gamma-Glutamyl semialdehyde
Identifiers
3D model (JSmol)
  • InChI=1S/C5H9NO3/c6-4(5(8)9)2-1-3-7/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1
    Key: KABXUUFDPUOJMW-BYPYZUCNSA-N
  • C(C[C@@H](C(=O)O)N)C=O
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).

Glutamate-5-semialdehyde is a non-proteinogenic amino acid involved in the biosynthesis of proline and arginine (via ornithine), 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.

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.
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