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N7502

Sigma-Aldrich

DL-Norvaline

≥98% (HPLC), suitable for HPLC

Synonym(s):

(±)-2-Aminopentanoic acid

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About This Item

Linear Formula:
CH3CH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
117.15
Beilstein:
1721163
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

Product Name

DL-Norvaline,

Assay

≥98% (HPLC)

Quality Level

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

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General description

Norvaline is a non-proteinogenic α-amino acid 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.

Application

DL-Norvaline has been used as an internal standard:
  • to analyze metabolites in cultured mammalian cells by gas chromatography-mass spectrometry (GC-MS)
  • 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
  • for free amino acid analysis in samples of oocytes by liquid chromatography

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. Norvaline exhibits phase transition upon cooling below 190 K and hence it is useful in molecular machines. 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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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