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Chemical Compound Review:

Pyr1 3,4-dihydro-2H-pyrrole

Synonyms: SureCN19660, AG-G-01788, CHEBI:19092, HMDB12497, AC1Q4ULF, ...

Callery, P.S. et al., Andersson, A.C. et al., Andersson, A.C. et al., Federico, R. et al., Dooley, K.C. et al., et al.

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High impact information on CHEBI:19092

delta 1-Pyrroline, 5-methyl-delta 1-pyrroline, and 5,5-dimethyl-delta 1-pyrroline have been identified as substances metabolized to gamma-aminobutyric acid (GABA), 4-aminopentanoic acid (methylGABA), and 4-amino-4-methylpentanoic acid (dimethylGABA), respectively [1].
Amine oxidation products, delta 1-pyrroline and diazabicyclononane, are competitive inhibitors of PAO activity (apparent Ki = 400 and 100 microM respectively) [2].
The 14C-metabolites derived via the diamine oxidase pathway (delta 1-pyrroline, GABA, some unidentified compound(s) and carbon dioxide) varied in magnitude with the tissue investigated [3].
We report the identification of delta 1-pyrroline 3-hydroxy 5-carboxylic acid (hydroxy PCA) in a previously reported patient with hyperprolinemia Type II [4].
The neoplastic tissue from MCT patients produced in addition to delta 1-pyrroline, large quantities of GABA and some unidentified compound(s), whereas the formation of these metabolites in normal thyroid tissue was almost negligible [5].

Anatomical context of CHEBI:19092

The highest turnover was found in maternal placenta and uterus where 94% of the reaction product was identified as delta 1-pyrroline [6].

Analytical, diagnostic and therapeutic context of CHEBI:19092

Four hours after intraperitoneal injection of 5-methyl-delta 1-pyrroline (200 mg/kg), methylGABA was detected in mouse brain (0.27 mumol/g) [1].
Preparation of specific antibody to 2,3-trimethylene-4-quinazolone for the immunoassay of delta 1-pyrroline [7].

References

Pyrrolines as prodrugs of gamma-aminobutyric acid analogues. Callery, P.S., Geelhaar, L.A., Nayar, M.S., Stogniew, M., Rao, K.G. J. Neurochem. (1982) [Pubmed]
Characterization of maize polyamine oxidase. Federico, R., Cona, A., Angelini, R., Schininà, M.E., Giartosio, A. Phytochemistry (1990) [Pubmed]
Metabolism of putrescine in the pregnant rat. Andersson, A.C., Henningsson, S. Acta Physiol. Scand. (1981) [Pubmed]
Hyperprolinemia type II: evidence of the excretion of 3-hydroxy delta 1-pyrroline 5-carboxylic acid. Dooley, K.C., Applegarth, D.A. Clin. Biochem. (1979) [Pubmed]
Diamine oxidase activity and gamma-aminobutyric acid formation in medullary carcinoma of the thyroid. Andersson, A.C., Henningsson, S., Järhult, J. Agents Actions (1980) [Pubmed]
In vitro metabolism of putrescine by diamine oxidase in tissues of the pregnant rat. Andersson, A.C., Henningsson, S. Agents Actions (1980) [Pubmed]
Preparation of specific antibody to 2,3-trimethylene-4-quinazolone for the immunoassay of delta 1-pyrroline. Sakamoto, S., Samejima, K. Chem. Pharm. Bull. (1980) [Pubmed]

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