1-Pyrroline-5-carboxylic acid

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1-Pyrroline-5-carboxylic acid

IUPAC name 3,4-dihydro-2H-pyrrole-2-carboxylic acid
Identifiers
CAS number	2906-39-0
PubChem	1196
ChemSpider	1159^Y
KEGG	C04322^Y
MeSH	Delta-1-pyrroline-5-carboxylate
ChEBI	CHEBI:1372^Y
ChEMBL	CHEMBL1161508^Y
Jmol-3D images	Image 1 Image 2
SMILES C1CC(N=C1)C(=O)O O=C(O)C1/N=C\CC1
InChI InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h3-4H,1-2H2,(H,7,8)^Y Key: DWAKNKKXGALPNW-UHFFFAOYSA-N^Y InChI=1/C5H7NO2/c7-5(8)4-2-1-3-6-4/h3-4H,1-2H2,(H,7,8) Key: DWAKNKKXGALPNW-UHFFFAOYAB
Properties
Molecular formula	C₅H₇NO₂
Molar mass	113.115 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

1-Pyrroline-5-carboxylic acid, also known as 1-pyrroline-5-carboxylate, delta-1-pyrroline-5-carboxylic acid, and P5C, is an imino acid. The stereoisomer (S)-1-pyrroline-5-carboxylate is a biosynthetic metabolite that is synthesized from proline by the enzyme pyrroline-5-carboxylate reductase and converted into the amino acid glutamate by the enzyme 1-pyrroline-5-carboxylate dehydrogenase.

lysine→	Saccharopine Allysine α-Aminoadipic acid α-Aminoadipate Glutaryl-CoA Glutaconyl-CoA Crotonyl-CoA β-Hydroxybutyryl-CoA

leucine→	α-Ketoisocaproic acid Isovaleryl-CoA 3-Methylcrotonyl-CoA 3-Methylglutaconyl-CoA HMG-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→	Ornithine Putrescine Agmatine

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 alpha-Ketobutyric acid+Cysteine

threonine→	α-Ketobutyric acid

propionyl-CoA→	Methylmalonyl-CoA

phenylalanine→tyrosine→	4-Hydroxyphenylpyruvic acid Homogentisic acid 4-Maleylacetoacetate

Other

Cysteine metabolism	Cysteine sulfinic acid

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

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