N7502
DL-Norvaline
≥98% (HPLC), suitable for HPLC
Synonyme(s) :
(±)-2-Aminopentanoic acid
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A propos de cet article
Formule linéaire :
CH3CH2CH2CH(NH2)COOH
Numéro CAS:
Poids moléculaire :
117.15
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
212-082-7
MDL number:
Beilstein/REAXYS Number:
1721163
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DL-Norvaline,
InChI key
SNDPXSYFESPGGJ-UHFFFAOYSA-N
InChI
1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
SMILES string
CCCC(N)C(O)=O
assay
≥98% (HPLC)
form
powder
technique(s)
HPLC: suitable
color
white
mp
>300 °C
Quality Level
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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.
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
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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