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SMB00390

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

≥98% (HPLC)

Synonym(s):

Ascorbyl Glucoside, Ascorbic acid 2-glucoside

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Size/SKUAvailabilityPrice
1 g
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$182.00

About This Item

Empirical Formula (Hill Notation):
C12H18O11
CAS Number:
Molecular Weight:
338.26
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:

$182.00


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Quality Segment

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

General description

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

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 can function as an antioxidant, an antineoplastic, and a tyrosine kinase inhibitor.
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.

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This Item
PHR1433PHR1455GSK5108
description

≥98% (HPLC)

description

Pharmaceutical Secondary Standard; Certified Reference Material

description

Pharmaceutical Secondary Standard; Certified Reference Material

description

-

assay

≥98% (HPLC)

assay

-

assay

-

assay

-

technique(s)

HPLC: suitable, tissue processing: suitable

technique(s)

-

technique(s)

gas chromatography (GC): suitable, HPLC: suitable

technique(s)

-

Quality Level

200

Quality Level

300

Quality Level

300

Quality Level

300

form

powder

form

solid

form

-

form

-

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

2-30°C

storage temp.

-

color

white to off-white

color

-

color

-

color

-


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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