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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
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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.[1]

Application

For use in cell culture applications as an antioxidant and to regenerate tocopherol.
L-ascorbic acid has been used:
  • in an osteogenic supplement for the growth of cells[2]
  • as a component in the differentiation media[3]
  • in WS-MSCs (Werner syndrome-mesenchymal stem cells) to study rescuing properties of ascorbic acid on aging defects[4]

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).[5] L-Ascorbic acid enhances endothelium-dependent vasodilation in various disorders, including diabetes, coronary artery disease, hypertension and chronic heart failure.[1]

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This Item
A596033034A4544
Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

crystalline

form

solid

form

powder

pH

1.0-2.5 (25 °C, 176 g/L in water)

pH

1.0-2.5 (25 °C, 176 g/L in water)

pH

2.1-2.6 (20 °C, 5%)

pH

1.0-2.5 (25 °C, 176 g/L in water)

solubility

H2O: 10 mg/mL

solubility

H2O: 0.5 M, clear, colorless

solubility

water: soluble 176 g/L at 20 °C

solubility

water: soluble 50 mg/mL

mp

190-194 °C (dec.)

mp

190-194 °C (dec.)

mp

190-192 °C ((decomp)) (lit.), 190-194 °C (dec.)

mp

190-194 °C (dec.)

mol wt

Mw 176.12 g/mol

mol wt

-

mol wt

-

mol wt

Mw 176.12 g/mol


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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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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
Xi Wang et al.
Archives of oral biology, 57(9), 1231-1240 (2012-03-30)
This study focused on the characterization of stem cells from human exfoliated deciduous teeth (SHED) in comparison with dental pulp stem cells (DPSCs) to certify SHED as a key element in tissue engineering. In the present study, SHED and DPSCs
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



Global Trade Item Number

SKUGTIN
A4403-100MG04061833374429

Questions

1–4 of 4 Questions  
  1. Do you happen to have any information on how long L-ascorbic acid remains stable at 37°C? Do you have any idea after how much time the full activity of this compound is lost?

    1 answer
    1. While stability studies at 37°C have not been conducted, this product ships at ambient temperature and is fairly robust in the powder form. Solutions tend to degrade and lose activity fairly rapidly in the presence of oxygen and at alkaline pH. Additional information is available in the product datasheet available for L-Ascorbic Acid, product A7506:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/221/043/a7506pis.pdf

      Helpful?

  2. What is the right storage condition for the powder upon its arrival?

    1 answer
    1. This product may be stored at room temperature in powder form.

      Helpful?

  3. In what solvents is A4403 soluble?

    1 answer
    1. The product A4403 is soluble in water at a concentration of 10 mg/ml, resulting in a clear solution.

      Helpful?

  4. What is the recommended storage method for stock solutions of item A4403, L-Ascorbic acid?

    1 answer
    1. Stock solutions of item A4403, L-Ascorbic acid, can be stored at -20°C for long-term (months to years) stability.

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