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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/REAXYS Number:
1721135
EC Number:
211-368-9
MDL number:
MFCD00064219
UNSPSC Code:
12352209
PubChem Substance ID:
24900713
NACRES:
NA.75

biological source

synthetic (organic)

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
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
Elham Mohammadi et al.
Cell and tissue research, 362(3), 597-609 (2015-06-13)
Efficacy of therapeutic angiogenesis needs a comprehensive understanding of endothelial cell (EC) function and biological factors and cells that interplay with ECs. Stem cells are considered the key components of pro- and anti-angiogenic milieu in a wide variety of physiopathological
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