5-Aminovaleric acid

Names

[ CAS No. ]:
660-88-8

[ Name ]:
5-Aminovaleric acid

[Synonym ]:
5-amino valeric acid
δ-Aminovaleric acid
EINECS 211-544-5
5-Aminopentanoic acid
Pentanoic acid, 5-amino-
5-Aminovaleric acid
MFCD00008232
H-5-Ava-OH

Biological Activity

[Description]:

5-Aminovaleric acid is believed to act as a methylene homologue of gamma-aminobutyric acid (GABA) and functions as a weak GABA agonist.

[Related Catalog]:

Research Areas >> Metabolic Disease

Research Areas >> Neurological Disease

Natural Products >> Others

[Target]

Human Endogenous Metabolite

[In Vitro]

5-Aminovaleric acid is a normal metabolite present in human saliva, with a tendency to elevated concentration in patients with chronic periodontitis[1]. 5-Aminovaleric acid is also believed to act as a methylene homologue of gamma-aminobutyric acid (GABA) and functions as a weak GABA agonist[2]. It is also known as an antifibrinolytic amino acid analog and so it functions as a weak inhibitor of the blood clotting pathway[3].

[References]

[1]. Syrjänen S, et al. Free amino-acid content of wax-stimulated human whole saliva as related to periodontal disease. Arch Oral Biol. 1987;32(9):607-10.

[2]. Callery PS, et al. 1-Piperideine as an in vivo precursor of the gamma-aminobutyric acid homologue 5-aminopentanoic acid. J Neurochem. 1985 Sep;45(3):946-8.

[3]. Cole KR, et al. The binding of antifibrinolytic amino acids to kringle-4-containing fragments of plasminogen. Arch Biochem Biophys. 1984 Mar;229(2):568-75.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
247.5±23.0 °C at 760 mmHg

[ Melting Point ]:
158-161 °C(lit.)

[ Molecular Formula ]:
C₅H₁₁NO₂

[ Molecular Weight ]:
117.146

[ Flash Point ]:
103.5±22.6 °C

[ Exact Mass ]:
117.078979

[ PSA ]:
63.32000

[ LogP ]:
-0.34

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.466

[ Storage condition ]:
Store at 0-5°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2922499990

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Articles

Peptide dimethylation: fragmentation control via distancing the dimethylamino group.

J. Am. Soc. Mass Spectrom. 25(10) , 1694-704, (2014)

Direct reductive methylation of peptides is a common method for quantitative proteomics. It is an active derivatization technique; with participation of the dimethylamino group, the derivatized peptid...

Detection of autosomal dominant polycystic kidney disease by NMR spectroscopic fingerprinting of urine.

Kidney Int. 79(11) , 1244-53, (2011)

Autosomal dominant polycystic kidney disease (ADPKD) is a frequent cause of kidney failure; however, urinary biomarkers for the disease are lacking. In a step towards identifying such markers, we used...

Highly sensitive GC/MS/MS method for quantitation of amino and nonamino organic acids.

Anal. Chem. 83(7) , 2705-11, (2011)

Metabolite profiling methods are important tools for measurement of metabolite pools in biological systems. While most metabolite profiling methods report relative intensities or depend on a few inter...