dextro,laevo-valine
DL-valine
Identification
| Name | dextro,laevo-valine |
| IUPAC | 2-amino-3-methylbutanoic acid |
| CAS Number | 516-06-3 |
| EINECS | 208-220-0 |
| FDA UNII | 4CA13A832H |
| Molecular Formula | C5 H11 N O2 |
| Molecular Weight | 117.14807000 |
| MDL Number | MFCD00004267 |
| Nikkaji Number | J1.282C |
| Beilstein | 0506689 |
| CoE Number | 17023 |
| XlogP3 | -2.30 (est) |
Regulatory
| JECFA Food Flavoring | 1426 DL-valine |
| DG SANTE Food Flavourings | 17.023 DL-valine |
| FEMA Number | 3444 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 516-06-3 ; DL-VALINE |
Physical Properties
| Appearance | white crystalline powder (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 156.00 to 158.00 °C. @ 760.00 mm Hg |
| Boiling Point | 213.00 to 214.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.000000 mmHg @ 25.00 °C. (est) |
| Flash Point | 412.00 °F. TCC ( 211.20 °C. ) (est) |
| logP (o/w) | -0.268 (est) |
| Soluble in | water, 184 parts in water at 24C |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antistatic agents |
Organoleptic Properties
| Odor Strength | none |
| Odor Description | at 100.00 %. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | special dietary and nutritional additives |
| Recommendation for dextro,laevo-valine usage levels up to | not for fragrance use. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 35.00 (μg/capita/day) |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
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Potential Uses
Natural Occurrence
Synonyms
a-
amino-2,3-dihydro-5-methyl-3-oxoisoxazolepropionic acid
2-
amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)-propionic acid
2-
amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)-propionic acid
(R,S)-2-
amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid
2-
amino-3-(5-methyl-3-oxo-1,2-oxazol-4-yl)propanoic acid
2-
amino-3-(5-methyl-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)propanoic acid
2-
amino-3-(5-methyl-3-oxo(2-hydroisoxazol-4-yl))propanoic acid
(RS)-a-
amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
a-
amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
DL-a-
amino-3-hydroxy-5-methylisoxazole-4-propionic acid
dextro,laevo-2-
amino-3-methyl butanoic acid
dextro,laevo-2-
amino-3-methyl butyric acid
2-
amino-3-methylbutanoic acid
DL-2-
amino-3-methylbutanoic acid
DL-2-
amino-3-methylbutyric acid
DL-alpha-
aminoisovaleric acid
dextro,laevo-alpha-
aminoisovaleric acid
2-
ammonio-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoate
(R,S)-
AMPA
(RS)-
AMPA
AMPA (RS)-
3-(3-
hydroxy-5-methyl-1,2-oxazol-4-yl)alanine
3-(5-
methyl-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)alanine
DL-2-iso
propyl glycine
dextro,laevo-2-iso
propyl glycine
DL-
valine
4-iso
xazolepropanoic acid, a-amino-2,3-dihydro-5-methyl-3-oxo-
4-iso
xazolepropanoic acid, a-amino-3-hydroxy-5-methyl-
PubMed:
Intermolecular vibrations in hydrophobic amino acid crystals: experiments and calculations.
PubMed:
Development of a pilot-scale manufacturing process for protein-coated microcrystals (PCMC): mixing and precipitation - part I.
PubMed:
Dipolar origin of water etching of amino acid surfaces.
PubMed:
2â-SEMA as a sensitive and offset compensated SLF sequence.
PubMed:
Polynuclear manganese amino acid complexes.
PubMed:
The first amino acid manganese cluster: a [Mn(IV)2Mn(III)3] DL-valine cage.
PubMed:
Non-ionic surfactant modified ligand exchange chromatography using copper (II) complex of N,N-dimethyl-L-phenylalanine as the chiral additive for enantioselective amino acids separation.
PubMed:
Effect of amino acids on tannase biosynthesis by Bacillus licheniformis KBR6.
PubMed:
Inner-sphere oxidation of ternary iminodiacetatochromium(III) complexes involving DL-valine and L-arginine as secondary ligands. Isokinetic relationship for the oxidation of ternary iminodiacetato-chromium(III) complexes by periodate.
PubMed:
Oligopeptides and copeptides of homochiral sequence, via beta-sheets, from mixtures of racemic alpha-amino acids, in a one-pot reaction in water; relevance to biochirogenesis.
PubMed:
Formulation of the adenylate cyclase toxin of Bordetella pertussis as protein-coated microcrystals.
PubMed:
Partial molar volumes of some alpha-amino acids in aqueous sodium acetate solutions at 308.15 K.
PubMed:
Vibrational spectral analysis of DL-valine DL-valinium and DL-methionine DL-methioninium picrates.
PubMed:
Spontaneous resolution of binary copper(II) complexes with racemic dipeptides: crystal structures of glycyl-L-alpha-amino-n-butyrato copper(II) monohydrate, glycyl-D-valinato copper(II) hemihydrate, and glycyl-L-valinato copper(II) hemihydrate.
PubMed:
Biosynthetic studies on a myxobacterial antibiotic, cystothiazole A: biosynthetic precursors of the carbon skeleton.
PubMed:
Viscosity behavior of some alpha-amino acids and their groups in water-sodium acetate mixtures.
PubMed:
Effect of amino acids and vitamins on laccase production by the bird's nest fungus Cyathus bulleri.
PubMed:
Novel stachyflin derivatives from Stachybotrys sp. RF-7260. Fermentation, isolation, structure elucidation and biological activities.
PubMed:
The stability constants of copper(II) complexes with some alpha-amino acids in dioxan-water mixtures.
PubMed:
Effect of temperature on viscosity properties of some alpha-amino acids in aqueous urea solutions.
PubMed:
One- and two-dimensional 13C-1H/15N- 1H dipolar correlation experiments under fast magic-angle spinning for determining the peptide dihedral angle phi.
PubMed:
Direct thin layer chromatography enantioresolution of some basic DL-amino acids using a pharmaceutical industry waste as chiral impregnating reagent.
PubMed:
Studies on the protonation constants and solvation of alpha-amino acids in dioxan-water mixtures.
PubMed:
Hydroxyl radical-induced hydrogen/deuterium exchange in amino acid carbon-hydrogen bonds.
PubMed:
[Thermodynamic and spectroscopic study of complex formation of dipeptides with dimethyl sulfoxide in their aqueous solutions].
PubMed:
[The neurotropic and cardiotropic properties of new amino acid derivatives of isonicotinic acid].
PubMed:
Mössbauer effect studies on some bioinorganic complexes of europium.
PubMed:
Studies on asymmetric induction associated with the coupling of N-acylamino acids and N-benzyloxycarbonyldipeptides.
PubMed:
Biochemical and ultrastructural studies induced by phanquone on Entamoeba histolytica NIH-200.
PubMed:
Sensitivity of protein and RNA synthesis to antiamoebic drugs in axenic Entamoeba histolytica (NIH-200).
PubMed:
[Studies on the stability of complexes of Cu(II), Ni(II), Zn(II) and Co(II) with DL-alanine and DL-valine].
PubMed:
Sensitivity of protein and RNA synthesis to emetine in axenic Entamoeba histolytica.
PubMed:
Thermal properties of water in myoglobin crystals and solutions at subzero temperatures.
PubMed:
Models of molecular evolution. 2. Stereospecificity of dipeptide syntheses by means of cyanamides and carbodiimides.
PubMed:
Milbemycins, a new family of macrolide antibiotics. Studies on the biosynthesis of milbemycins alpha 2, alpha 4 and D using 13C labeled precursors.
PubMed:
Incorporation of 3H-2,3-DL-valine into pancreatic proteins of adrenalectomized rats stimulated with pancreozymin-CCK and secretin.
PubMed:
Antitumor and antiinflammatory agents: N-benzoyl-protected cyanomethyl esters of amino acids.
PubMed:
Carbon-11-labeled amino acids for the rectilinear and positron tomographic imaging of the human pancreas.
PubMed:
[Alkylating derivatives of 2-amino-2-desoxy-1,3,4,6-tetraacetyl-D-glucopyranose (synthesis and experimental study)].
PubMed:
Synthesis and biological activity of tuftsin and of [O = C Thr1]-tuftsin. A novel synthetic route to peptides containing N-terminal L -O = C Thr and L - O = C Ser residues.
PubMed:
Mapping of the locus involved in the catabolic oxidation of D-amino acids in Pseudomonas aeruginosa PAO.
PubMed:
Anti-inflammatory activity of DL-valine.
PubMed:
Influence of pregnancy and postpartum period in vitro incorporation of dl-valine-1-14C into oviducal and uterine protein.
PubMed:
Free radicals produced by gamma irradiation in a single crystal of N-acetyl-DL-valine at 77 K and after heat treatment.
PubMed:
[1-11C] DL-valine, a potential pancreas-imaging agent.
PubMed:
Production and chemical studies of protease from Bacillus subtilis (SH-6) Egyptian strain.
PubMed:
[Study of 14 denitrifying soil bacteria of the "pseudomonas stutzeri" group isolated by enrichment culture in the presence of nitrous oxide (author's transl)].
PubMed:
Effect of different concentrations of dl-isoleucine, dl-valine, and dl-alanine on growth and sporulation in Fusarium oxysporum f. udum (Butl.) Sn. et H.
PubMed:
Paramagnetic centres formed by photolysis in a single crystal of N-acetyl-DL-valine at room temperature.
PubMed:
Conformation of poly(DL-valine) obtained by the polymerization of the N-carboxy anhydride.
PubMed:
Influence of amino acids on the growth of Bacteroides melaninogenicus.
PubMed:
Leucine imbalance in corn-soybean meal diets for laying hens.
PubMed:
Incorporation of double-labeled L-cystine and DL-valine in penicillin.
PubMed:
Vitamin B12 nutrition and metabolism in the baboon (Papio cynocephalus).
PubMed:
Electron-spin resonance of an X-irradiated single crystal of N-acetyl-DL-valine.
PubMed:
Detection of a cephalosporin C acetyl esterase in the carbamate cephalosporin antibiotic-producing culture, Streptomyces clavuligerus.
PubMed:
Studies on physiology and biochemistry of the fallopian tube: in vitro uptake of dl-valine-1-C 14 by different parts of the rabbit Fallopian tube during early pregnancy.
PubMed:
In vivo incorporation of 3 H-2,3-DL-valine in cholate-induced acute pancreatitis in rats.
PubMed:
[Effect of DL-methionine and DL-valine on elaboration and extinction of a conditioned avoidance reaction (avoidance conditioning)].
PubMed:
Biochemical characterization of a mutant isoleucyl-transfer ribonucleic acid synthetase from Escherichia coli K-12.
PubMed:
[Reaction kinetics of radiation-induced free radicals of glycyl-DL-valine and DL-valyl-glycine during heat treatment and UV-irradiation].
PubMed:
[Electron spin resonance spectroscopy of some radiation-induced free radicals of DL-valine, N-acetyl-DL-valine and glycyl-DL-valine].
PubMed:
Effect of a contraceptive suture on incorporation of dl-valine-1-14C in the uterine fluid protein of rats.
PubMed:
[Studies on the dependency upon radiation dose of microwaves saturation in electron spin resonance radiation-induced free radicals of DL-valine and DL-leucine].
PubMed:
Alteration of the microwave saturation behaviour after heat treatment in electron spin resonance studies of free radicals produced in DL-valine by x-irradiation.
PubMed:
Oxidation of D-amino acids by a particulate enzyme from Pseudomonas aeruginosa.
PubMed:
Gluconeogenesis in the kidney and liver slices of a lizard, Uromastix hardwickii.
PubMed:
Amino Acid and vitamin requirements of several bacteroides strains.
PubMed:
Alanine and aspartate formation during growth on valine-C14 by Pseudomonas aeruginosa.
PubMed:
Oxidation of D- and L-valine by enzymes of Pseudomonas aeruginosa.
PubMed:
UPTAKE OF VALINE AND GLYCYLVALINE BY LEUCONOSTOC MESENTEROIDES.
PubMed:
Amino acids as gustatory stimuli in the rat.
PubMed:
Physiological studies of the rumen protozoan Ophryoscolex caudatus Eberlein.
PubMed:
[Toxic effects of DL-valine].
PubMed:
Biosynthesis of penicillins; utilization of deuterophenylacetyl-N15-dl-valine in penicillin biosynthesis.
PubMed:
PLASMA PROTEIN PRODUCTION INFLUENCED BY AMINO ACID MIXTURES AND LACK OF ESSENTIAL AMINO ACIDS : A DEFICIENCY STATE RELATED TO UNKNOWN FACTORS.
PubMed:
TOLERANCE TO AMINO ACID MIXTURES AND CASEIN DIGESTS GIVEN INTRAVENOUSLY : GLUTAMIC ACID RESPONSIBLE FOR REACTIONS.
PubMed:
AMINO ACID MIXTURES EFFECTIVE PARENTERALLY FOR LONG CONTINUED PLASMA PROTEIN PRODUCTION. CASEIN DIGESTS COMPARED.