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V1255

Sigma-Aldrich

D-Valine

BioReagent, suitable for cell culture

Synonym(s):

(R)-α-Aminoisovaleric acid, D-2-Amino-3-methylbutanoic acid

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About This Item

Linear Formula:
(CH3)2CHCH(NH2)CO2H
CAS Number:
640-68-6
Molecular Weight:
117.15
Beilstein:
1721135
EC Number:
211-368-9
MDL number:
MFCD00064219
UNSPSC Code:
12352209
PubChem Substance ID:
24900713
NACRES:
NA.75

biological source

synthetic (organic)

Quality Level

200

product line

BioReagent

form

powder

technique(s)

cell culture | mammalian: suitable

mp

>295 °C (subl.) (lit.)

shipped in

ambient

storage temp.

room temp

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-/m1/s1

InChI key

KZSNJWFQEVHDMF-SCSAIBSYSA-N

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General description

L-Valine is an essential non-polar amino acid. D-Valine is the non-proteinogenic isomer of valine.

Application

D-Valine has been used as a supplement in:
  • Dulbecco′s modified Eagle′s medium (DMEM)/Nutrient Mixture F-12 Ham (F-12) for mice renal proximal tubule cell (RPTC) culture
  • endothelial cell growth medium MV2 for rat lung microvascular endothelial cell (RLMEC) culture
  • DMEM/F-12 for mouse tracheal epithelial cell (MTEC) culture

Biochem/physiol Actions

D-Valine has a broad range of industrial applications such as semi-synthetic veterinary antibiotics, pharmaceutical drugs, and agricultural pesticides.
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S F Gilbert et al.
Cell, 5(1), 11-17 (1975-05-01)
A nutrient medium has been developed to enable the growth of normal epithelial cells while selectively inhibiting fibroblast proliferation. In this medium, D-valine is substituted for L-valine; and only those cells containing D-amino acid oxidase can convert the D-amino acid
Phillip C Calder
The Journal of nutrition, 136(1 Suppl), 288S-293S (2005-12-21)
Although there has been great interest in the effects of amino acids on immune function, little is known about the impact of changes in BCAA availability on the ability of the immune system to function. Human immune cells incorporate BCAA
Ming Chen et al.
World journal of microbiology & biotechnology, 32(10), 171-171 (2016-08-28)
D-Valine is an important organic chiral source and has extensive industrial application, which is used as intermediate for the synthesis of agricultural pesticides, semi-synthetic veterinary antibiotics and pharmaceutical drugs. Its derivatives have shown great activity in clinical use, such as
Hui Li et al.
PLoS pathogens, 14(1), e1006821-e1006821 (2018-01-05)
The highly pathogenic avian influenza (HPAI) H5N1 influenza virus has been a public health concern for more than a decade because of its frequent zoonoses and the high case fatality rate associated with human infections. Severe disease following H5N1 influenza
V A Lazzaro et al.
Research communications in chemical pathology and pharmacology, 75(1), 39-48 (1992-01-01)
A selective cell culture medium, D-valine minimal essential medium (92 mg/l), has been developed to inhibit the proliferation of fibroblasts in cell culture (Gilbert & Migeon 1975). Substitution of D-valine for L-valine prevents fibroblast growth due to the absence of
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