Movatterモバイル変換

Glutamate-1-semialdehyde

From Wikipedia, the free encyclopedia

Glutamate-1-semialdehyde
Names

Preferred IUPAC name (4S)-4-Amino-5-oxopentanoic acid
Identifiers
CAS Number	68462-55-5^Y
3D model (JSmol)	Interactive image
ChemSpider	114525^N
MeSH	glutamate-1-semialdehyde
PubChem CID	129297
UNII	6KX9PX9562^Y
CompTox Dashboard(EPA)	DTXSID40903985
InChI 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
SMILES C(CC(=O)O)[C@@H](C=O)N
Properties
Chemical formula	C₅H₉NO₃
Molar mass	131.131 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

Glutamate-1-semialdehyde is a molecule formed from by the reduction oftRNA boundglutamate, catalyzed byglutamyl-tRNA reductase. It is isomerized byglutamate-1-semialdehyde 2,1-aminomutase to giveaminolevulinic acid in the biosynthesis ofporphyrins, includingheme andchlorophyll.^[1]^[2]

^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.
^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.

lysine→	Saccharopine Allysine α-Aminoadipic acid 2-Oxoadipic acid Glutaryl-CoA Glutaconyl-CoA Crotonyl-CoA β-Hydroxybutyryl-CoA
leucine→	β-Hydroxy β-methylbutyric acid β-Hydroxy β-methylbutyryl-CoA Isovaleryl-CoA α-Ketoisocaproic acid β-Ketoisocaproic acid β-Ketoisocaproyl-CoA β-Leucine β-Methylcrotonyl-CoA β-Methylglutaconyl-CoA β-Hydroxy β-methylglutaryl-CoA
tryptophan→alanine→	N′-Formylkynurenine Kynurenine Anthranilic acid 3-Hydroxykynurenine 3-Hydroxyanthranilic acid 2-Amino-3-carboxymuconic semialdehyde 2-Aminomuconic semialdehyde 2-Aminomuconic acid Glutaryl-CoA

glycine→ serine→	3-Phosphoglyceric acid glycine→creatine:Glycocyamine Phosphocreatine Creatinine

histidine→	Urocanic acid Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde
proline→	1-Pyrroline-5-carboxylic acid
arginine→	Agmatine Ornithine Citrulline Cadaverine Putrescine
other	cysteine+glutamate→glutathione:γ-Glutamylcysteine

valine→	α-Ketoisovaleric acid Isobutyryl-CoA Methacrylyl-CoA 3-Hydroxyisobutyryl-CoA 3-Hydroxyisobutyric acid 2-Methyl-3-oxopropanoic acid
isoleucine→	2,3-Dihydroxy-3-methylpentanoic acid 2-Methylbutyryl-CoA Tiglyl-CoA 2-Methylacetoacetyl-CoA
methionine→	generation of homocysteine:S-Adenosyl methionine S-Adenosyl-L-homocysteine Homocysteine conversion to cysteine:Cystathionine α-Ketobutyric acid +Cysteine
threonine→	α-Ketobutyric acid
propionyl-CoA→	Methylmalonyl-CoA