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A92902

Sigma-Aldrich

L-Ascorbic acid

99%

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Synonym(s):
L-Threoascorbic acid, Antiscorbutic factor, Vitamin C
Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
50-81-7
Molecular Weight:
176.12
Beilstein:
84272
EC Number:
200-066-2
MDL number:
MFCD00064328
PubChem Substance ID:
57653896
NACRES:
NA.21

biological source

synthetic

Quality Level

200

Assay

99%

form

powder

optical activity

[α]25/D 19.0 to 23.0°, c = 10% in H2O

color

white to off-white

pH

1.0-2.5 (25 °C, 176 g/L in water)

mp

190-194 °C (dec.)

solubility

water: soluble 176 g/L at 20 °C

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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General description

L-ascorbic acid is used as a food additive, browning inhibitor, flavor stabilizer, dough modifier and color stabilizer. Deficiency of ascorbic acid is associated with scurvy. L-ascorbic acid stimulates immune response and is implicated in the synthesis of collagen, carnitine and neurotransmitters.

Application

L-Ascorbic acid has been used:
  • as a component in osteogenic differentiation medium
  • in MesenCult medium for the differentiation of bone marrow stromal cells
  • as a standard for vitamin C assay
  • to prevent trihalomethanes formation potential (THMFP)

Biochem/physiol Actions

L-Ascorbic acid (L-AA) is a widely available and water-soluble compound. L-AA has an ability to inhibit the corrosion of mild steel.
Ascorbic Acid, also known as Vitamin C, is a six-carbon lactone produced by plants and some animal species but not by humans and other primates. Ascorbic acid functions as an enzymatic cofactor for multiple enzymes, serving as an electron donor for monooxygenases and dioxygenases. Ascorbic acid also functions as a powerful antioxidant, particularly in regards to reactive oxygen species.

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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Nutrient oxidation in pork loin is influenced by feed supplementation and packing methods
Godziszewska J, et al.
J. Food Compos. Anal., 56, 18-24 (2017)
Vitamin C in human health and disease is still a mystery? An overview
Naidu KA
Nutrition Journal, 2(1), 7-7 (2003)
The Role of Melatonin Preconditioning on Survival of Bone Marrow-Derived Mesenchymal Stem Cells in Differentiation to Osteoblasts
Rafat A, et al.
Iranian Red Crescent Medical Journal (2018)
Evaluation of the inhibitor effect of L-ascorbic acid on the corrosion of mild steel
Ferreira ES, et al.
Materials Chemistry and Physics, 83(1) (2004)
Mouse polycomb group gene Cbx2 promotes osteoblastic but suppresses adipogenic differentiation in postnatal long bones
Katoh-Fukui Y, et al
Bone, 120(, 219-231 (2019)
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