SMB00390

2-O-a-D-Glucopyranosyl-L-ascorbic Acid

≥98% (HPLC)

• Synonym(s): Ascorbyl Glucoside, Ascorbic acid 2-glucoside
• Empirical Formula (Hill Notation): C₁₂H₁₈O₁₁
• CAS Number: 129499-78-1
• Molecular Weight: 338.26
• MDL number: MFCD23701380
• UNSPSC Code: 12352205
• PubChem Substance ID: 329824985
• NACRES: NA.79

Properties

• Quality Level: 200
• Assay: ≥98% (HPLC)
• form: powder
• technique(s): HPLC: suitable; tissue processing: suitable
• color: white to off-white
• mp: 158-163 °C
• storage temp.: 2-8°C
• SMILES string: OC([C@]([C@@H](O)CO)([H])O1)=C(C1=O)O[C@H]([C@@H]([C@@H](O)[C@@H]2O)O)O[C@@H]2CO
• InChI: 1S/C12H18O11/c13-1-3(15)9-8(19)10(11(20)22-9)23-12-7(18)6(17)5(16)4(2-14)21-12/h3-7,9,12-19H,1-2H2/t3-,4+,5+,6-,7+,9+,12+/m0/s1
• InChI key: MLSJBGYKDYSOAE-DCWMUDTNSA-N

Description

General description

2-O-a-D-glucopyranosyl-L-ascorbic acid, generally known as ascorbyl glucoside, is a relatively novel compound and is a stable vitamin C derivative. Over a long period of time, it gradually is converted into ascorbic acid.

2-O-a-D-Glucopyranosyl-L-ascorbic Acid is derived from L-ascorbic acid and α-glucosyl donor saccharide, in the presence of α-isomaltosylglucosaccharide producing enzyme.

2-O-a-D-Glucopyranosyl-L-ascorbic acid is a form of vitamin C combined with glucose.

Application

2-O-a-D-Glucopyranosyl-L-ascorbic acid has been used to develop an in vitro 3D model of the stromal-nerve interactions of the human cornea.

Biochem/physiol Actions

2-O-a-D-glucopyranosyl-L-ascorbic acid or ascorbyl glucoside functions as a skin whitener and radical scavenger in cosmetics. It is responsible for the bleaching action of bleaching cosmetics. This compound is activated in a manner identical to that of vitamin C. The enzyme present in the epidermal basal membrane, ascorbyl phosphatase, slowly converts 2-O-a-D-glucopyranosyl-L-ascorbic acid into vitamin C, thereby maintaining a high vitamin C level in skin throughout the day.

2-O-a-D-Glucopyranosyl-L-ascorbic acid can function as an antioxidant, an antineoplastic, and a tyrosine kinase inhibitor.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable