A4403
L-Ascorbic acid
powder, suitable for cell culture, γ-irradiated
Synonym(s):
L-Threoascorbic acid, Antiscorbutic factor, Vitamin C
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About This Item
Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
Molecular Weight:
176.12
UNSPSC Code:
12352207
NACRES:
NA.75
PubChem Substance ID:
EC Number:
200-066-2
Beilstein/REAXYS Number:
84272
MDL number:
Form:
powder
biological source
synthetic (organic)
Quality Level
sterility
γ-irradiated
form
powder
mol wt
Mw 176.12 g/mol
technique(s)
cell culture | insect: suitable, cell culture | mammalian: suitable, cell culture | plant: suitable
color
white to off-white
pH
1.0-2.5 (25 °C, 176 g/L in water)
mp
190-194 °C (dec.)
solubility
H2O: 10 mg/mL
SMILES string
OC([C@]([C@@H](O)CO)([H])O1)=C(O)C1=O
InChI
1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1
InChI key
CIWBSHSKHKDKBQ-JLAZNSOCSA-N
Gene Information
human ... SLC23A2(9962)
General description
L-ascorbic acid is an unsaturated γ-lactone ring containing an enediol configuration (–COH=COH) attached with a carbonyl group.
Application
For use in cell culture applications as an antioxidant and to regenerate tocopherol.
L-ascorbic acid has been used:
L-ascorbic acid has been used:
- in an osteogenic supplement for the growth of cells
- as a component in the differentiation media
- in WS-MSCs (Werner syndrome-mesenchymal stem cells) to study rescuing properties of ascorbic acid on aging defects
Biochem/physiol Actions
L-ascorbic acid mainly exhibits antioxidant properties. It protects plants from oxidative stress and mammals from diseases associated with oxidative stress. L-ascorbic acid mainly protects from hydroxyl radicals, superoxide and singlet oxygen. In addition, it also reduces the membrane-linked antioxidant α-tocopherol (oxidised form). L-Ascorbic acid enhances endothelium-dependent vasodilation in various disorders, including diabetes, coronary artery disease, hypertension and chronic heart failure.
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Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Plant L-ascorbic acid: chemistry, function, metabolism, bioavailability and effects of processing.
Davey MW
Journal of the Science of Food and Agriculture, 80, 825-860 (2000)
R Heller et al.
The Journal of biological chemistry, 274(12), 8254-8260 (1999-03-13)
Ascorbic acid has been shown to enhance impaired endothelium-dependent vasodilation in patients with atherosclerosis by a mechanism that is thought to involve protection of nitric oxide (NO) from inactivation by free oxygen radicals. The present study in human endothelial cells
P L Conklin et al.
Plant physiology, 115(3), 1277-1285 (1997-12-09)
The biosynthesis of L-ascorbic acid (vitamin C) is not well understood in plants. The ozone-sensitive Arabidopsis thaliana mutant vitamin c-1 (vtc1; formerly known as soz1) is deficient in ascorbic acid, accumulating approximately 30% of wild-type levels. This deficiency could result