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Key Documents

N7502

Sigma-Aldrich

DL-Norvaline

≥98% (HPLC), suitable for HPLC

Synonyme(s) :

(±)-2-Aminopentanoic acid

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About This Item

Formule linéaire :
CH3CH2CH2CH(NH2)COOH
Numéro CAS:
Poids moléculaire :
117.15
Numéro Beilstein :
1721163
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352209
ID de substance PubChem :
Nomenclature NACRES :
NA.26

product name

DL-Norvaline,

Pureté

≥98% (HPLC)

Forme

powder

Technique(s)

HPLC: suitable

Couleur

white

Pf

>300 °C

Chaîne SMILES 

CCCC(N)C(O)=O

InChI

1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)

Clé InChI

SNDPXSYFESPGGJ-UHFFFAOYSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Les clients ont également consulté

Jens Neu et al.
Physical chemistry chemical physics : PCCP, 20(1), 276-283 (2017-12-06)
dl-Norvaline is a molecular crystal at room temperature and it undergoes a phase transition when cooled below 190 K. This phase transition is believed to be Martensitic, thus making it of particular interest for molecular machines. In this paper we
Sahar Mejri et al.
Fish physiology and biochemistry, 46(2), 699-712 (2019-12-19)
Bonefishes (Albula spp.) are classified within the superorder Elopomorpha, which is comprised of over 1000 species that share a unique leptocephalus larval stage. Bonefishes have a circum-tropical distribution, inhabiting inshore shallow water flats and gathering in presumptive nearshore pre-spawn aggregations
Esther W Lim et al.
Methods in molecular biology (Clifton, N.J.), 2088, 51-71 (2020-01-02)
Oxidation-reduction (redox) reactions are ubiquitous in biology and typically occur in specific subcellular compartments. In cells, the electron transfer between molecules and organelles is commonly facilitated by pyridine nucleotides such as nicotinamide adenine dinucleotide phosphate (NADPH) and nicotinamide adenine dinucleotide
Thekla Cordes et al.
Methods in molecular biology (Clifton, N.J.), 1978, 219-241 (2019-05-24)
Metabolism plays a central role in virtually all diseases, including diabetes, cancer, and neurodegeneration. Detailed analysis is required to identify the specific metabolic pathways dysregulated in the context of a given disease or biological perturbation. Measurement of metabolite concentrations can
Hany M El-Bassossy et al.
Vascular pharmacology, 57(5-6), 194-200 (2012-01-28)
Increased arginase activity has been reported in a variety of disease conditions characterized by vascular dysfunction. In the present study, the potentially protective effect of arginase inhibition against the hypertension associated with diabetes has been investigated. Diabetes was induced by

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