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5-Aminovaleric acid

Catalog No. T5089   CAS 660-88-8

5-aminovalerate (or 5-aminopentanoic acid) is a lysine degradation product. It can be produced both endogenously or through bacterial catabolism of lysine. 5-aminovalerate is formed via the following multi-step reaction: L-lysine leads to cadverine leads to L-piperideine leads 5-aminovalerate . In other words it is a metabolite of cadaverine which is formed via the intermediate, 1-piperideine. Cadaverine is a foul-smelling diamine compound produced by protein hydrolysis during putrefaction of animal tissue. High levels of 5-aminovalerate in biofluids may indicate bacterial overgrowth or endogenous tissue necrosis. In most cases endogenous 5-aminovalerate is thought to be primarily a microbial metabolite produced by the gut or oral microflora, although it can be produced endogenously. 5-aminopentanoic acid is an in vivo substrate of 4-aminobutyrate:2-oxoglutarate aminotransferase .

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5-Aminovaleric acid Chemical Structure
5-Aminovaleric acid, CAS 660-88-8
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500 mg In stock $ 62.00
1 g In stock $ 87.00
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Biological Description
Chemical Properties
Storage & Solubility Information
Description 5-aminovalerate (or 5-aminopentanoic acid) is a lysine degradation product. It can be produced both endogenously or through bacterial catabolism of lysine. 5-aminovalerate is formed via the following multi-step reaction: L-lysine leads to cadverine leads to L-piperideine leads 5-aminovalerate . In other words it is a metabolite of cadaverine which is formed via the intermediate, 1-piperideine. Cadaverine is a foul-smelling diamine compound produced by protein hydrolysis during putrefaction of animal tissue. High levels of 5-aminovalerate in biofluids may indicate bacterial overgrowth or endogenous tissue necrosis. In most cases endogenous 5-aminovalerate is thought to be primarily a microbial metabolite produced by the gut or oral microflora, although it can be produced endogenously. 5-aminopentanoic acid is an in vivo substrate of 4-aminobutyrate:2-oxoglutarate aminotransferase .
In vitro 5-aminovalerate is a normal metabolite present in human saliva, with a tendency to elevated concentration in patients with chronic periodontitis. Bacterial contamination and decomposition of salivary proteins is primarily responsible for elevated salivary levels. Beyond being a general waste product, 5-aminovalerate is also believed to act as a methylene homologue of gamma-aminobutyric acid (GABA) and functions as a weak GABA agonist. It is also known as an antifibrinolytic amino acid analog and so it functions as a weak inhibitor of the blood clotting pathway.
Molecular Weight 117.15
Formula C5H11NO2
CAS No. 660-88-8

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: Slightly soluble

TargetMolReferences and Literature

1. Santos A , Zanetta S , Cresteil T , et al. Metabolism of irinotecan (CPT-11) by CYP3A4 and CYP3A5 in humans[J]. Clinical Cancer Research, 2000, 6(5):2012-2020. 2. Fothergill J C , Guest J R . Catabolism of l-Lysine by Pseudomonas aeruginosa[J]. Journal of General Microbiology, 1977, 99(1):139-55. 3. Callery P S , Geelhaar L A . Biosynthesis of 5-Aminopentanoic Acid and 2-Piperidone from Cadaverine and 1-Piperideine in Mouse [J]. Journal of Neurochemistry, 1984, 43(6):4. 4. Cole K R , Castellino F J . The binding of antifibrinolytic amino acids to kringle-4-containing fragments of plasminogen[J]. Archives of Biochemistry & Biophysics, 1984, 229(2):568-575. 5. Callery P S , Geelhaar L A . 1-Piperideine as an in vivo precursor of the gamma-aminobutyric acid homologue 5-aminopentanoic acid[J]. Journal of Neurochemistry, 2010, 45(3):946-948.

Related compound libraries

This product is contained In the following compound libraries:
Microbial Natural Product Library Anti-Bacterial Compound Library RO5 Drug-like Natural Product Library Human Endogenous Metabolite Compound Library Plus Gut Microbial Metabolite Library Human Metabolite Library Bioactive Compounds Library Max NO PAINS Compound Library Natural Product Library for HTS Bioactive Compound Library

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Keywords

5-Aminovaleric acid 660-88-8 Metabolism Others Endogenous Metabolite 5Aminovaleric acid inhibit Inhibitor 5 Aminovaleric acid inhibitor

 

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