Ascorbyl Glucoside

Names

[ Name ]:
Ascorbyl Glucoside

[Synonym ]:
(2R)-2-[(1S)-1,2-dihydroxyethyl]-3-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-furan-5-one
(5R)-5-[(1S)-1,2-Dihydroxyethyl]-4-hydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2(5H)-furanone
2-O-α-D-Glucopyranosyl-L-ascorbic Acid
2-O-alpha-D-Glucopyranosyl-L-ascorbic acid

Biological Activity

[Description]:

2-O-α-D-Glucopyranosyl-L-ascorbic Acid is a glucoside derivative of ascorbic acid, shows anti-cancer activity after enzymatic hydrolysis to ascorbic acid[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Miura K, et al. 2-O-α-D-Glucopyranosyl-l-ascorbic acid as an antitumor agent for infusion therapy. Biochem Biophys Rep. 2017 Apr 22;10:232-236.

Chemical & Physical Properties

[ Density]:
1.83±0.1 g/cm3

[ Boiling Point ]:
785.6±60.0 °C at 760 mmHg

[ Melting Point ]:
158-163℃

[ Molecular Formula ]:
C₁₂H₁₈O₁₁

[ Molecular Weight ]:
338.265

[ Flash Point ]:
296.5±26.4 °C

[ Exact Mass ]:
338.084900

[ PSA ]:
186.37000

[ LogP ]:
-2.57

[ Appearance of Characters ]:
Powder | White to Off-white

[ Vapour Pressure ]:
0.0±6.2 mmHg at 25°C

[ Index of Refraction ]:
1.670

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
Freely soluble (879 g/L) (25 ºC)

MSDS

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Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2936270090

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2936270090

Articles

Functions, applications and production of 2-O-D-glucopyranosyl-L-ascorbic acid.

Appl. Microbiol. Biotechnol. 95(2) , 313-20, (2012)

Vitamin C (VC) is an essential nutrient that cannot be synthesized by the human body. Due to its extreme instability, various VC derivatives have been developed in an attempt to improve stability whil...

Systems engineering of tyrosine 195, tyrosine 260, and glutamine 265 in cyclodextrin glycosyltransferase from Paenibacillus macerans to enhance maltodextrin specificity for 2-O-(D)-glucopyranosyl-(L)-ascorbic acid synthesis.

Appl. Environ. Microbiol. 79(2) , 672-7, (2013)

In this work, the site saturation mutagenesis of tyrosine 195, tyrosine 260 and glutamine 265 in the cyclodextrin glycosyltransferase (CGTase) from Paenibacillus macerans was conducted to improve the ...

Evaluation of the antioxidative capability of commonly used antioxidants in dermocosmetics byin vivodetection of protein carbonylation in human stratum corneum

J. Photochem. Photobiol. B, Biol. 112 , 7-15, (2012)

Graphical abstract