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

SIGMA/SMB00390 - ≥98% (HPLC)

Synonym: Ascorbyl Glucoside; Ascorbic acid 2-glucoside

CAS Number: 129499-78-1
Empirical Formula (Hill Notation): C12H18O11
Molecular Weight: 338.26
MDL Number: MFCD23701380
Linear Formula: C12H18O11
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SMB00390-1G 1 g
$148.00
1/EA
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This image depicts SKU: SMB00390-1G

 

assay ≥98% (HPLC)
color white to off-white
form powder
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
mp 158-163 °C
Quality Level 200 
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
storage temp. 2-8°C
technique(s) HPLC: suitable
  tissue processing: suitable
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.
Biochem/physiol Actions: 2-O-a-D-Glucopyranosyl-L-ascorbic acid can function as an antioxidant, an antineoplastic, and a tyrosine kinase inhibitor.
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.
General description: 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.
General description: 2-O-a-D-Glucopyranosyl-L-ascorbic acid is a form of vitamin C combined with glucose.
Packaging: 1 g in poly bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
mp 158-163 °C
Storage Temp. 2-8°C
UNSPSC 12352200

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