Description Valine Uses Chemical Properties Production methods References
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D-Valine

Description Valine Uses Chemical Properties Production methods References
Product Name
D-Valine
CAS No.
640-68-6
Chemical Name
D-Valine
Synonyms
Val;D-VAL;(R)-2-AMINO-3-METHYLBUTANOIC ACID;H-D-VAL-OH;Valnemulin hydrochloride EP Impurity D;D-VALINE;NSC 20654;Valine, D-;dextro-valine;D-Valine, 97+%
CBNumber
CB7291278
Molecular Formula
C5H11NO2
Formula Weight
117.15
MOL File
640-68-6.mol
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D-Valine Property

Melting point:
>295 °C (subl.)(lit.)
alpha 
-27.5 º (c=5, 5N HCl)
Boiling point:
213.6±23.0 °C(Predicted)
Density 
1.2000 (estimate)
refractive index 
-27 ° (C=8, 6mol/L HCl)
storage temp. 
room temp
solubility 
56 g/L (20°C)
pka
2.37±0.10(Predicted)
form 
Crystalline Powder
color 
White to off-white
biological source
synthetic (organic)
optical activity
[α]23/D 32.0 to 24.0°, c = 8 in 6 M HCl
Water Solubility 
56 g/L (20 ºC)
BRN 
1721135
InChIKey
KZSNJWFQEVHDMF-SCSAIBSYSA-N
LogP
0.289 (est)
CAS DataBase Reference
640-68-6(CAS DataBase Reference)
NIST Chemistry Reference
2-Amino-3-methylbutanoic acid(D)(640-68-6)
EPA Substance Registry System
D-Valine (640-68-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
RTECS 
YV9360000
TSCA 
Yes
HS Code 
29224995
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
855987
Product name
D-Valine
Purity
≥98%
Packaging
5g
Price
$55.93
Updated
2025/07/31
Sigma-Aldrich
Product number
855987
Product name
D-Valine
Purity
≥98%
Packaging
25g
Price
$114.82
Updated
2025/07/31
TCI Chemical
Product number
V0012
Product name
D-Valine
Purity
>98.0%(T)
Packaging
1g
Price
$25
Updated
2025/07/31
TCI Chemical
Product number
V0012
Product name
D-Valine
Purity
>98.0%(T)
Packaging
25g
Price
$140
Updated
2025/07/31
Sigma-Aldrich
Product number
V1255
Product name
D-Valine
Purity
suitable for cell culture, BioReagent
Packaging
1g
Price
$29.1
Updated
2025/07/31
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D-Valine Chemical Properties,Usage,Production

Description

D-valine is the D-form of valine, being the non-proteinogenic isomer of valine. It can be supplemented into the cell culture for selectively inhibition of cell proliferation through inhibiting cells that are deficient in the enzyme D-amino acid oxidase. It has also been used to inhibit fibroblast growth while allowing the selective growth of epithelial cells. 

Valine

Valine is one kinds of the essential amino acids for human being with the requirement of adult males being 10mg/(kg ? d) (FAO/WHO1973). Being lack of this product can cause neurological disorders, reduction of developmental ability as well as anemia.
Valine is one of the 20 amino acids that form protein with its chemical name being 2-amino-3-methyl-butyric acid. It belongs to branched chain amino acids and is one of the eight kinds of essential amino acids and carbohydrate-producing amino acids of human body. It works together with the other two high-concentration amino acids (leucine and isoleucine) to promote the normal growth of body, tissue repair, regulate blood sugar, and provide the energy needed. When participating in intense physical activity, valine can provide extra energy to the muscles for producing glucose in order to prevent of muscle weakness. It also helps remove excess nitrogen (potentially toxic) from the liver, and transport nitrogen to all of the rest parts of the body.
Valine is an essential amino acid, which means that the human body itself cannot synthesize themselves so that it must be replenished through dietary sources. Its natural food sources include cereals, dairy products, mushrooms, mushrooms, peanuts, soy protein and meat. D-Valine is also found in some actinomyces (such as valeriana). While most people can get sufficient quantities of D-valine from the diet, however, there are still many cases about valine deficiency. Upon being lack of sufficient valine, rats get limb tremors due to disorder of the central nervous system as well as ataxia. Through dissecting slices of brain tissue, it was found about the phenomenon of the red nucleus cell degeneration. Owing to the liver function damage of patients with advanced cirrhosis of the liver, hyperinsulinemia is easy to occur, resulting in the reduction of branched chain amino acids in the blood. The ratio of branched-chain amino acids over aromatic amino acids decreases from 3.0-3.5 (normal body) to 1.0-1.5. It is common for using injection of branched chain amino acids such as valine in the treatment of liver failure, and the damage of alcoholism and drug abuse on these organs.

Uses

1.D-valine can be used for the synthesis of newly efficient pesticide: pyrethroids permethrin and chlorofluorocarbons amyl because of its own biochemical characteristics. 
2.D-valine is also widely used in biomedical research. For example, it can be used to inhibit the growth of fibroblasts, and be applied to the studies on its influence on the morphology and function of pulmonary artery endothelial cells.
3.D-Valine is an important organic chiral source which is mainly used in fields such as chiral pharmaceuticals, chiral additive, and chiral auxiliary and other areas.  As an optically active organic acid, it plays an irreplaceable role in the asymmetric synthesis of certain chiral compounds. It is currently mainly used for the production of new broad-spectrum antibiotic, antineoplastic drugs, anti-diabetes and its complications drugs.

Chemical Properties

White crystal, m.p.> 295 °C (sublimation), [α] 25 = 27.35°; it is soluble in water and very slightly soluble in ethanol.

Production methods

1. DL-Acetyl-methionine is used as the raw material. It undergoes acylase splitting, and further hydrochloric acid acidification to have D-valine crystals precipitated; refined product is finally obtained through recrystallization.
2. The preparation method is to use 2-isopropyl-acetyl ethyl to react with benzene diazonium to get corresponding hydrazine compound, and then further reduce it to valine in zinc-ethanol solution and finally go through chemical or biological split.

References

http://www.sigmaaldrich.com/catalog/product/sigma/v1255?lang=en&region=US
Gilbert, S. F., and B. R. Migeon. "D-valine as a selective agent for normal human and rodent epithelial cells in culture." Cell 5.1(1975):11.
Hongpaisan, J. "Inhibition of proliferation of contaminating fibroblasts by D-valine in cultures of smooth muscle cells from human myometrium. " Cell Biology International 24.1(2000):1.

Chemical Properties

white to off-white crystalline powder

Uses

D-Valine is an isomer of the essential amino acid L-Valine. D-Valine has been used as a selective agent in epithelial cells in culture since it inhibits cells that lack the enzyme D-amino acid oxidase. D-Valine has also been shown to inhibit proliferation of contaminating fibroblasts in smooth muscle cells from human myometrium. D-Valine solution showed tumor growth inhibition and improvements of the nutritional status in AH109A hepatoma-bearing rats.

Definition

ChEBI: D-valine is the D-enantiomer of valine. It is a valine and a D-alpha-amino acid. It is a conjugate base of a D-valinium. It is a conjugate acid of a D-valinate. It is an enantiomer of a L-valine. It is a tautomer of a D-valine zwitterion.

reaction suitability

reaction type: solution phase peptide synthesis

Biochem/physiol Actions

D-valine is used in cell culture as a selective inhibitor of cell proliferation, wherein it inhibits cells that lack the enzyme D-amino acid oxidase. Historically D-valine has been used to inhibit fibroblast growth while allowing selective growth of epithelial cells.

Structure and conformation

D-Valine is the non-proteinogenic isomer of valine. D-Valine is mirror image of L-Valine, where the chirality at carbon alpha has been inverted. They rarely occur naturally in organisms except for some bacteria. D-Valine is highly resistant to protease mediated degradation and have a low immunogenic response. This makes D-Valine interesting candidates for peptidomimetics drug design.

D-Valine Preparation Products And Raw materials

Raw materials

Valine DL-Valine Ethyl 2-isopropylacetoacetate

Preparation Products

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View Lastest Price from D-Valine manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
D-Valine 640-68-6
Price
US $120.00-1200.00/g
Min. Order
1g
Purity
98%min
Supply Ability
200tons
Release date
2025-08-19
R&D Scientific Inc.
Product
D-Valine 640-68-6
Price
US $350.00/Kg
Min. Order
0.100Kg
Purity
99 %
Supply Ability
5000 Kg
Release date
2025-06-01
WUHAN FORTUNA CHEMICAL CO., LTD
Product
D-Valine 640-68-6
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%min AJI
Supply Ability
1000kg
Release date
2021-09-22

640-68-6, D-ValineRelated Search:

4-Aminobutyric acid L-Valine Isovaleric acid Glycine 3-Aminopyridine N,N-Dimethyl-1,4-phenylenediamine Valine (R)-(-)-2-Amino-3-methyl-1-butanol ALTRENOGEST 2,2-Bis(hydroxymethyl)butyric acid DL-Valine D-Serine D(+)-Tryptophan D-Alanine Tris(hydroxymethyl)aminomethane D-PENICILLAMINE DISULFIDE 7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID Penicillin G potassium salt

  • Valine, D-
  • ALPHA-AMINO-ISOVALERIANIC ACID
  • H-D-VAL-OH
  • D-VAL
  • D-VALINE
  • D-2-AMINOISOVALERIC ACID
  • (R)-α-Aminoisovaleric acid, D-2-Amino-3-methylbutanoic acid
  • D-Valine，α-amino isovaleric acid
  • (2R)-2-amino-3-methylbutanoic acid
  • (2R)-2-Amino-3-methylbutyric acid
  • -(-)-Valine [KH-1]
  • D-α-AMinoisovaleric acid
  • D-Valine, 98+% 5GR
  • (R)-3-Methyl-2-aMinobutanoic Acid
  • D-2-Aminoisovaleric Acid H-D-Val-OH
  • H-D-Val-OH (D-Valine)
  • (2R)-2-Amino-3-methylbutanoic acid, (R)-alpha-Aminoisovaleric acid
  • D-Valine, 97+%
  • D-Valine≥ 99% (Titration)
  • D-2-Aminoisovaleric acid,(R)-(-)-2-Amino-3-methylbutyric acid H-D-Val-OH
  • D-Valine,98%e.e.
  • D-Valine Vetec(TM) reagent grade, 98%
  • D-2-AMINO-3-METHYLBUTANOIC ACID
  • D-2-AMINO-3-METHYLBUTYRIC ACID
  • (R)-2-AMINO-4-METHYL-PENTANOIC ACID
  • (R)-2-AMINO-3-METHYLBUTANOIC ACID
  • (R)-ALPHA-AMINOISOVALERIC ACID
  • RARECHEM AB PP 3785
  • (R)-(-)-VALINE
  • D-VALINE CELL CULTURE TESTED
  • D-Valine, 98+%
  • (r)-(-)-2-amino-3-methylbutyric acid
  • (r)-α-aminoisovaleric acid
  • R-Valine, (R)-alpha-Aminoisovaleric acid
  • H-D-VAL-OH(IN BULK QUANTITY)
  • ACETYL-DL-VALINE, N-(P)
  • D-Valine (9CI)
  • NSC 20654
  • Valine, D- (8CI)
  • Val
  • D-TYROSINE-T-BUTYLESTER
  • D-Valine, (R)-alpha-Aminoisovaleric acid
  • D-VALINE, 98+% (99% EE/GLC)
  • D-X-Amino-iso-valeric acid
  • D-VALINE extrapure CHR
  • D-Valine Manufacturer / In stock factory
  • D-Valine USP/EP/BP
  • dextro-valine
  • Valnemulin hydrochloride EP Impurity D
  • TIANFU-CHEM - D-Valine
  • D-Valine (9CI, ACI)
  • Codeine Phosphate Impurity 5 (Codeine Phosphate EP Impurity E)
  • <sc>D</sc>-Valine
  • 640-68-6
  • 640-68-9
  • Asymmetric Synthesis
  • Amino Acid Derivatives
  • AMINE