N7502

DL-Norvaline

≥98% (HPLC), suitable for HPLC

• Synonym(s): (±)-2-Aminopentanoic acid
• Linear Formula: CH₃CH₂CH₂CH(NH₂)COOH
• CAS Number: 760-78-1
• Molecular Weight: 117.15
• NACRES: NA.26
• PubChem Substance ID: 24897829
• UNSPSC Code: 12352209
• EC Number: 212-082-7
• MDL number: MFCD00064420
• Beilstein/REAXYS Number: 1721163

Properties

• Product Name: DL-Norvaline,
• assay: ≥98% (HPLC)
• Quality Segment: 200
• form: powder
• technique(s): HPLC: suitable
• color: white
• mp: >300 °C
• SMILES string: CCCC(N)C(O)=O
• InChI: 1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
• InChI key: SNDPXSYFESPGGJ-UHFFFAOYSA-N

Description

General description

Norvaline is a non-proteinogenic α-amino acid[1] and is also called DL-α-aminovaleric acid. It is produced in Gram-negative microorganisms including Escherichia coli and is also a part of the antifungal peptide produced by Bacillus subtilis.[2]

Application

DL-Norvaline has been used as an internal standard:

• to analyze metabolites in cultured mammalian cells by gas chromatography-mass spectrometry (GC-MS)[3][4]
• to convert cysteine and cystine to Cys MPA (S-2-carboxyethylthio-L-cysteine) and quantify the same using a high-performance liquid chromatography (HPLC) analyzer[5]
• for free amino acid analysis in samples of oocytes by liquid chromatography[6]

Biochem/physiol Actions

DL-Norvaline is a neurotransmitter.

Norvaline mediates physiological and pathophysiological processes promoting nitric oxide production. It is used to treat Alzheimer′s disease and is effective against artificial metabolic syndrome in rats.[7] Norvaline exhibits phase transition upon cooling below 190 K and hence it is useful in molecular machines.[1] DL-Norvaline serves as a prototype for research in polymorphism and molecular dynamics of aliphatic α-amino acids containing linear side-chain. It influences the activity, stability, and side-chain packaging of proteins.[2]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)