Ascorbic acid 2-glucoside

Base Information

• Chemical Name: Ascorbic acid 2-glucoside
• CAS No.: 562043-82-7
• Molecular Formula: C12H18O11
• Molecular Weight: 338.26472
• Mol file: 562043-82-7.mol

Synonyms:Ascorbic acid 2-glucoside;2-Deoxy-L-ascorbic acid-2-yl β-D-glucopyranoside;2-O-(β-D-Glucopyranosyl)-L-ascorbic acid;2-O-β-D-Glucopyranosylascorbic acid;L-Ascorbic acid 2-glucoside;2-O-beta-D-Glucopyranosyl-L-ascorbic acid

Chemical Property of Ascorbic acid 2-glucoside

Chemical Property:

• PSA: 186.37000
• LogP: -4.14890

Purity/Quality:

99% ^*data from raw suppliers

2-O-β-D-Glucopyranosyl-L-ascorbicacid 99.98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ascorbic acid 2-glucoside

There total 26 articles about Ascorbic acid 2-glucoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)ascorbic acid (562043-83-8) → 2-O-β-D-glucopyranosyl L-ascorbic acid (562043-82-7)

Guidance literature:

With potassium carbonate; In methanol; for 0.5h;

DOI:10.1021/jf035445w

Reference yield: 50.0%

ascorbic acid (50-81-7,98966-42-8) + Sucrose (57-50-1) → 2-O-α-D-glucopyranosyl L-ascorbate (129499-78-1,562043-82-7)

Guidance literature:

With Bifidobacterium longum sucrose phosphorylase; In aq. buffer; at 40 ℃; for 72h; pH=5.2; pH-value; Reagent/catalyst; Temperature; regioselective reaction; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/cbic.201700215

Reference yield: 49.1%

D-(-)-isoascorbic acid sodium salt + cyclomaltooctaose (17465-86-0) → 2-O-α-D-glucopyranosyl-D-erythorbic acid (154160-11-9,562043-82-7)

Guidance literature:

D-(-)-isoascorbic acid sodium salt; cyclomaltooctaose; With cyclodextrin glucanotransferase from Thermoanaerobacter sp.; In aq. acetate buffer; at 40 ℃; for 24h; pH=4.0; Enzymatic reaction;

With amyloglucosidase from Aspergillus niger; In aq. acetate buffer; at 60 ℃; for 2h; Reagent/catalyst; Time; regioselective reaction; Enzymatic reaction;

DOI:10.1016/j.molcatb.2013.03.011

upstream raw materials:

sodium ascorbate

alpha cyclodextrin

ascorbic acid

β‐cyclodextrin

Refernces

• 1、 Toyoda-Ono, Yoshiko,Maeda, Mitsuru,Nakao, Masahiro,Yoshimura, Makiko,Sugiura-Tomimori, Namino,Fukami, Harukazu. "2.O(β-D-Glucopyranosyl)ascorbic Acid, a Novel Ascorbic Acid Analogue Isolated from Lycium Fruit". . p. 2092 - 2096. Retrieved 2004.
• 2、 Amini-Rentsch, Lara,Andlauer, Wilfried,Bubloz, Carole,Marti, Roger,Micaux, Fabrice,Piantini, Umberto,Udrisard, Isabelle. "The Vitamin C Analogue 2-O-β-D-Glucopyranosyl-L-ascorbic Acid in Rhizomes, Stems and Leaves of Lycium barbarum". . p. 828 - 830. Retrieved 2020/12/01.
• 3、 Gudiminchi, Rama Krishna,Nidetzky, Bernd. "Walking a Fine Line with Sucrose Phosphorylase: Efficient Single-Step Biocatalytic Production of l-Ascorbic Acid 2-Glucoside from Sucrose". . p. 1387 - 1390. Retrieved 2017/07/25.