N7502
DL-Norvaline
≥98% (HPLC), suitable for HPLC
Synonym(s):
(±)-2-Aminopentanoic acid
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All Photos(2)
About This Item
Linear Formula:
CH3CH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
117.15
Beilstein/REAXYS Number:
1721163
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
Recommended Products
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
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Certificates of Analysis (COA)
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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
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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
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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
Kazuki Ogata et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(37), 12356-12375 (2013-08-03)
The NCN-pincer Pd-complex-bound norvalines Boc-D/L-[PdCl(dpb)]Nva-OMe (1) were synthesized in multigram quantities. The molecular structure and absolute configuration of 1 were unequivocally determined by single-crystal X-ray structure analysis. The robustness of 1 under acidic/basic conditions provides a wide range of N-/C-terminus
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