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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:
760-78-1
Molecular Weight:
117.15
Beilstein/REAXYS Number:
1721163
EC Number:
212-082-7
MDL number:
MFCD00064420
UNSPSC Code:
12352209
PubChem Substance ID:
24897829
NACRES:
NA.26
Pricing and availability is not currently available.

Product Name

DL-Norvaline,

assay

≥98% (HPLC)

Quality Level

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

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1 of 4

This Item
EMU009461EMU019191EMU019531
MISSION® esiRNA targeting mouse Pou3f2

EMU151431

MISSION® esiRNA

MISSION® esiRNA targeting mouse Pou4f2

EMU009461

MISSION® esiRNA

MISSION® esiRNA targeting mouse Pou4f3

EMU019191

MISSION® esiRNA

MISSION® esiRNA targeting mouse Auh

EMU019531

MISSION® esiRNA

Gene Information

mouse ... POU3F2(18992), Pou3f2(18992)

Gene Information

mouse ... POU4F2(18997), Pou4f2(18997)

Gene Information

mouse ... POU4F3(18998), Pou4f3(18998)

Gene Information

mouse ... AUH(11992), Auh(11992)

product line

MISSION®

product line

MISSION®

product line

MISSION®

product line

MISSION®

esiRNA cDNA target sequence

GCACTCGGACGAGGACACGCCGACCTCAGACGACCTGGAGCAGTTCGCCAAGCAATTCAAGCAGAGGCGGATCAAACTCGGATTTACTCAAGCAGACGTGGGGCTGGCGCTTGGCACCCTGTACGGCAACGTGTTCTCGCAGACCACCATCTGCAGGTTTGAGGCCCTGCAGCTGAGCTTCAAGAACATGTGCAAGCTGAAGCCTTTGTTGAACAAGTGGTTGGAAGAGGCAGACTCATCCTCGGGCAGCCCCACCAGCATAGACAAGATCGCAGCGCAAGGGCGCAAACGGAAAAAGCGGACCTCCATCGAGGTGAGCGTCAAGGGGGCTCTGGAGAGCCATTTCCTCAAATGCCCTAAGCCCTCGGCCCAGGAGATCACCTCCCTCGCGGACAGCTTACAGCTGGAGAAGGAGGTGGTGAGAGTTTGGTTTTGTAACAGGAGACAGAAAGAGAAAAGGATGACCCCTCCCGGAGGGACTCTGCCGGGCGCCGAGGATGTGTATGGGGGTAGT

esiRNA cDNA target sequence

GCAACCAGAGGCAGAAACAGAAGAGAATGAAATACTCTGCCGGCATTTAGGGACCCTTCTCCAGGGATGGCCCTTTCCCTTCGCCCTCTTTTTTTCTAACCCCCTTCTTGTCTCTTCTGCCTCTTTCCTTTCTACTTTGGCTATCAGAAAACAATTCCGGTAAATGTGAACCCAGACCAAGCCAGGAGCAAAGAAGCAAGCAGCTGAGCCCAAATCAGAGAGATTGTGAACCGGTTTCGCAGTGAAGAAAAACCAAAACCACAAACAACACAACACGAAAAGGAATTTGTCAAGTTGTAGCAGAGCTGTCCCCTTTAACTGCACCTGGGCTGCTCGGCTTCATCAGAGAAAGCGAGGAGCTGACTGTCAACAGGAAGGTAGAGGGACAAGCTTTTGAAAACCCTGCAAGAATGAGC

esiRNA cDNA target sequence

GTCTCAGCGATGTGGAGTCAGACCCTCGAGAGCTGGAAGCGTTCGCCGAGCGCTTCAAGCAGAGGCGCATCAAGTTGGGGGTCACCCAGGCGGACGTGGGCGCGGCTTTAGCCAATCTTAAGATCCCCGGTGTGGGCTCGCTCAGCCAGAGCACCATCTGCAGGTTCGAGTCTCTTACTCTGTCGCACAACAACATGATCGCTCTCAAGCCGGTCCTCCAGGCCTGGCTGGAGGAGGCCGAGGCCGCCTACCGAGAGAAGAACAGCAAGCCAGAGCTCTTCAACGGCAGTGAGCGTAAGCGCAAACGCACGTCCATCGCCGCGCCAGAGAAGCGCTCACTCGAAGCCTATTTCGCCATCCAGCCACGTCCTTCATCCGAGAAGATCGCGGCCATCGCGGAGAAACTGGACCTTAAAAAGAATGTGGTGAGGGTCTGG

esiRNA cDNA target sequence

CTGTGCTGGTGCTGACCTTAAGGAACGAGCCAAGATGCATTCCAGTGAAGTTGGTCCCTTTGTCTCCAAGATCCGATCGGTGATCAATGACATTGCAAACCTCCCGGTGCCCACCATCGCAGCCATAGACGGCCTTGCCCTCGGAGGGGGTCTGGAGCTGGCTCTAGCGTGTGACATTCGAGTAGCAGCTTCCTCTGCAAAAATGGGCCTGGTTGAAACAAAGTTGGCAATTATTCCTGGCGGAGGAGGGACACAGAGATTACCACGTGCCATCGGGATGTCCCTGGCTAAGGAACTCATCTTCTCTGCCCGAGTTCTTGACGGTCAAGAAGCCAAAGCTGTGGGCTTGATCAGCCATGTGTTAGAACAGAACCAGGAAGGGGATGCAGCCTACAGGAAGGCGCTGGACCTGGCGAGAGAGTTTCTACCTCAGGGGCC

Ensembl | mouse accession no.

ENSMUSG00000052621

Ensembl | mouse accession no.

ENSMUSG00000031688

Ensembl | mouse accession no.

ENSMUSG00000024497

Ensembl | mouse accession no.

ENSMUSG00000021460

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

NCBI accession no.

NM_008899

NCBI accession no.

NM_138944

NCBI accession no.

NM_138945

NCBI accession no.

NM_016709

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]

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)

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    Certificates of Analysis (COA)

    Lot/Batch Number
    SLCG1151
    SLBZ9874
    SLBV2278
    SLBP7955V
    SLBC3242V

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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
    W Sosroseno et al.
    Oral microbiology and immunology, 21(3), 145-150 (2006-04-22)
    The aim of the present study was to determine whether or not lipopolysaccharide from Actinobacillus actinomycetemcomitans could stimulate arginase activity in a murine macrophage cell line (RAW264.7 cells). RAW264.7 cells were treated with A. actinomycetemcomitans-lipopolysaccharide or lipopolysaccharide from Escherichia coli
    Carl Henrik Görbitz
    The journal of physical chemistry. B, 115(10), 2447-2453 (2011-02-22)
    The amino acid DL-norvaline undergoes two solid-solid phase transitions between room temperature and -180 °C. Single-crystal X-ray diffraction studies show that the first of these transitions, taking place around -80 °C, is completely reversible with respect to crystal quality, whereas
    Ramasamy Sankaranarayanan et al.
    Journal of molecular biology, 375(4), 1052-1063 (2007-12-08)
    Mycobacterium tuberculosis ornithine carbamoyltransferase (Mtb OTC) catalyzes the sixth step in arginine biosynthesis; it produces citrulline from carbamoyl phosphate (CP) and ornithine (ORN). Here, we report the crystal structures of Mtb OTC in orthorhombic (form I) and hexagonal (form II)
    View All Related Papers

    Chromatograms

    application for HPLC

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