A7506

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A7506

L-Ascorbic acid

reagent grade, crystalline

All Photos(5)

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:

24891246

NACRES:

NA.26

biological source

synthetic

Quality Level

200

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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1 of 4

This Item	A2218	33034	95209
Sigma-Aldrich A7506 L-Ascorbic acid	Sigma-Aldrich A2218 L-Ascorbic acid	Sigma-Aldrich 33034 L-Ascorbic acid	Sigma-Aldrich 95209 L-Ascorbic acid
grade reagent grade	grade -	grade ACS reagent, puriss. p.a.	grade -
assay ≥98% ( with iodine, titration)	assay 99.0-100.5%	assay 99.7-100.5% (oxidimetric)	assay ≥99.5% (RT)
form crystalline	form solid	form solid	form powder or crystals
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, 1 M in H₂O)
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 176 g/L at 20 °C	solubility water: soluble 176 g/L at 20 °C	solubility H₂O: 1 M at 20 °C, clear, colorless

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

13 - Non Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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Product Information Sheet

Product Information Sheet - A7506