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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 Natural Product Library Bioactive Compounds Library Max RO5 Drug-like Natural Product Library Bioactive Compound Library Human Endogenous Metabolite Compound Library Plus Natural Product Library for HTS Human Metabolite Library Gut Microbial Metabolite Library NO PAINS 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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