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A7506

Sigma-Aldrich

L-Ascorbic acid

reagent grade, crystalline

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Synonym(s):
L-Threoascorbic acid, Antiscorbutic factor, Vitamin C
Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
Molecular Weight:
176.12
Beilstein:
84272
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

biological source

synthetic

grade

reagent grade

Assay

≥98% ( with iodine, titration)

form

crystalline

technique(s)

HPLC: suitable
cell culture | stem cell: suitable

color

white to slightly yellow

pH

1.0-2.5 (25 °C, 176 g/L in water)

mp

190-194 °C (dec.)

solubility

water: soluble 50 mg/mL

storage temp.

room temp

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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This Item
A027895212A4403
L-Ascorbic acid reagent grade, crystalline

Sigma-Aldrich

A7506

L-Ascorbic acid

Essential Grade
L-Ascorbic acid reagent grade

Sigma-Aldrich

A0278

L-Ascorbic acid

Essential Grade
L-Ascorbic acid tested according to Ph. Eur.

Sigma-Aldrich

95212

L-Ascorbic acid

-
L-Ascorbic acid powder, suitable for cell culture, γ-irradiated

Sigma-Aldrich

A4403

L-Ascorbic acid

-
assay

≥98% ( with iodine, titration)

assay

≥98% (with Iodine, titration)

assay

99.0-100.5%

assay

-

form

crystalline

form

powder

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

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.)

solubility

water: soluble 50 mg/mL

solubility

water: soluble 50 mg/mL

solubility

water: soluble 176 g/L at 20 °C

solubility

H2O: 10 mg/mL

General description

L-Ascorbic acid biosynthetic pathway varies in plants, animals and fungi. It is synthesized from L-gulono-1,4-lactone by the action of enzyme L-gulono-1,4-lactone oxidase (GLO).

Application

L-Ascorbic acid has been used:
  • as a chondrogenic medium component for culturing bone-derived mesenchymal stem cells (BMSCs)(149)
  • as a reference standard in high-performance liquid chromatography system (HPLC)(150)
  • to test its effect on human gastric cancer GES-1 and AGS cells(151)

Biochem/physiol Actions

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.
L-Ascorbic acid deficiency is associated with lack of L-gulono-1,4-lactone oxidase (GLO) enzyme. It elicits antioxidant functionality and gets oxidized to dehydroascorbate via ascorbyl radical intermediate. L-Ascorbic acid is essential for maintaining the redox balance. It is a cofactor for dopamine-β-hydroxylase and favors T cell proliferation, protects immune system and provides relief in common cold.

Caution

May darken in storage.

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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Vitamin C in health and disease: its role in the metabolism of cells and redox state in the brain
Figueroa-Mendez R and Rivas-Arancibia, S
Frontiers in Physiology, 6, 397-397 (2015)
L-Ascorbic acid in organic synthesis: an overview
Tripathi RP, et al.
Current Organic Chemistry, 13(1), 99-122 (2009)
Vitamin C in disease prevention and cure: an overview
Chambial S, et al.
Indian Journal of Clinical Biochemistry : IJCB, 28(4), 314-328 (2013)
Takashi Yoshida et al.
Nature chemical biology, 2(11), 596-607 (2006-09-26)
Transient receptor potential (TRP) proteins form plasma-membrane cation channels that act as sensors for diverse cellular stimuli. Here, we report a novel activation mechanism mediated by cysteine S-nitrosylation in TRP channels. Recombinant TRPC1, TRPC4, TRPC5, TRPV1, TRPV3 and TRPV4 of
Jennifer R Brum et al.
Science (New York, N.Y.), 348(6237), 1261498-1261498 (2015-05-23)
Viruses influence ecosystems by modulating microbial population size, diversity, metabolic outputs, and gene flow. Here, we use quantitative double-stranded DNA (dsDNA) viral-fraction metagenomes (viromes) and whole viral community morphological data sets from 43 Tara Oceans expedition samples to assess viral

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