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Sigma-Aldrich

L-Valine

≥98% (HPLC), suitable for thin layer chromatography (TLC)

Synonym(s):

(S)-α-Aminoisovaleric acid, L-2-Amino-3-methylbutanoic acid

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About This Item

Linear Formula:
(CH3)2CHCH(NH2)CO2H
CAS Number:
Molecular Weight:
117.15
Beilstein:
1721136
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

L-Valine, reagent grade, ≥98% (HPLC)

grade

reagent grade

Quality Level

Assay

≥98% (HPLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

color

white

mp

295-300 °C (subl.) (lit.)

solubility

H2O: 50 mg/mL, clear, colorless

SMILES string

CC(C)[C@H](N)C(O)=O

InChI

1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1

InChI key

KZSNJWFQEVHDMF-BYPYZUCNSA-N

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Application

  • L-Valine has been used as a standard in thin layer chromatography.
  • It has been used as a supplement in Grace′s antheraea medium for the culture of cells and tissue from invertebrates.
  • It has been used in the preparation of starvation media to study the role of relA gene in antibiotic resistance in E. coli.

Biochem/physiol Actions

Valine is an essential amino acid, involved in the biosynthesis of glutamine and alanine. Valine being a branched-chain amino acid (BCAA) maintains a balance among the BCAAs. L-Valine serves as an energy fuel. Long term deficiency of L-Valine leads to growth failure, organ damage and loss of muscle mass.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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On the limited role of relA in kanamycin and amino acid starvation induced stringency and subsequent antibiotic cross-protection in Escherichia coli
Chiang
Journal of Experimental Microbiology and Immunology, 15, 59-63 (2011)
Preparation of several media for the culture of tissues and cells from invertebrates.
Vaughn
TCA Manual, 527-537 (1977)
Martin Kohlmeier
Nutrient Metabolism: Structures, Functions, and Genes, 390-390 (2015)
Zhesi Zhu et al.
Nucleic acids research, 49(1), 177-189 (2020-12-15)
Short-chain acylations of lysine residues in eukaryotic proteins are recognized as essential posttranslational chemical modifications (PTMs) that regulate cellular processes from transcription, cell cycle, metabolism, to signal transduction. Lysine butyrylation was initially discovered as a normal straight chain butyrylation (Knbu).
Sonia Jego et al.
Nature neuroscience, 16(11), 1637-1643 (2013-09-24)
Rapid-eye movement (REM) sleep correlates with neuronal activity in the brainstem, basal forebrain and lateral hypothalamus. Lateral hypothalamus melanin-concentrating hormone (MCH)-expressing neurons are active during sleep, but their effects on REM sleep remain unclear. Using optogenetic tools in newly generated

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