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Merck

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
Beilstein:
84272
EC Number:
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.75

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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)

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1 of 4

This Item
795437A221847863
Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

form

powder

form

crystals or granules, powder or chunks

form

solid

form

solid

solubility

H2O: 10 mg/mL

solubility

water: soluble 176 g/L at 20 °C

solubility

water: soluble 176 g/L at 20 °C

solubility

water: soluble 176 g/L at 20 °C

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

1.0-2.5 (25 °C, 176 g/L in water)

pH

1.0-2.5 (25 °C, 176 g/L in water)

mp

190-194 °C (dec.)

mp

190-194 °C (dec.)

mp

190-194 °C (dec.)

mp

190-194 °C (dec.)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic

biological source

-

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.[5] 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).[6] L-Ascorbic acid enhances endothelium-dependent vasodilation in various disorders, including diabetes, coronary artery disease, hypertension and chronic heart failure.[1]

related product

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
Ying Li et al.
Protein & cell, 7(7), 478-488 (2016-06-09)
Werner syndrome (WS) is a premature aging disorder that mainly affects tissues derived from mesoderm. We have recently developed a novel human WS model using WRN-deficient human mesenchymal stem cells (MSCs). This model recapitulates many phenotypic features of WS. Based

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

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  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.

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  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.

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  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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