E-4-O-β-D-glucopyranosyl-p-coumaric acid

Base Information

• Chemical Name: E-4-O-β-D-glucopyranosyl-p-coumaric acid
• CAS No.: 117405-49-9
• Molecular Formula: C₁₅H₁₈O₈
• Molecular Weight: 326.303
• Mol file: 117405-49-9.mol

Synonyms:E-4-O-β-D-glucopyranosyl-p-coumaric acid

Chemical Property of E-4-O-β-D-glucopyranosyl-p-coumaric acid

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of E-4-O-β-D-glucopyranosyl-p-coumaric acid

There total 9 articles about E-4-O-β-D-glucopyranosyl-p-coumaric acid 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: 90.0%

methyl 4-[(2',3',4',6'-tetra-O-acetyl)-β-D-glucopyranosyl]coumarate (66642-77-1) → E-4-O-β-D-glucopyranosyl-p-coumaric acid (117405-49-9,117405-48-8,14364-05-7)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 8h;

DOI:10.1021/jf071205v

Reference yield:

protoplumericin (80396-57-2,86333-77-9,87508-80-3) → p-Coumaric Acid (7400-08-0,50940-26-6) + E-4-O-β-D-glucopyranosyl-p-coumaric acid (117405-49-9,117405-48-8,14364-05-7) + C24H22O9 + C15H16O7 (80416-53-1)

Guidance literature:

With cellulase; In ethanol; water; at 38 ℃; for 1h;

DOI:10.1248/cpb.29.3051

Reference yield:

p-Coumaric Acid (7400-08-0,50940-26-6) + diphosphoric acid 1''-β-D-[1'']glucopyranosyl ester 2-(uridin-5'-yl)ester (133-89-1,2956-16-3,7307-71-3,7349-77-1,16375-64-7,16375-65-8,16414-46-3,17012-87-2,25318-68-7,78391-94-3,99020-05-0,99945-86-5) → E-4-O-β-D-glucopyranosyl-p-coumaric acid (117405-49-9,117405-48-8,14364-05-7)

Guidance literature:

With E_. coli (UGTBL₁) with pET₂₈a-UGTBL₁; In aq. phosphate buffer; at 37 ℃; pH=7.0; Enzymatic reaction;

DOI:10.1039/d0gc03595e

upstream raw materials:

p-Coumaric Acid

4-O-(6''-O-p-coumaroyl-β-D-glucopyranosyl)-p-coumaric acid

protoplumericin

methyl 4-[(2',3',4',6'-tetra-O-acetyl)-β-D-glucopyranosyl]coumarate

Downstream raw materials:

D-glucose

(Z)-p-coumaric acid

p-Coumaric Acid

D-Glucose

Refernces

• 1、 Bassanini, Ivan,Kape?ová, Jana,Petrásková, Lucie,Pelantová, Helena,Marko?ová, Kristína,Rebro?, Martin,Valentová, Kate?ina,Kotik, Michael,Káňová, Kristyna,Bojarová, Pavla,Cva?ka, Josef,Turková, Lucie,Ferrandi, Erica E.,Bayout, Ikram,Riva, Sergio,K?en, Vladimír. "Glycosidase-Catalyzed Synthesis of Glycosyl Esters and Phenolic Glycosides of Aromatic Acids". . p. 2627 - 2637. Retrieved 2019/05/15.
• 2、 Galland, Stephanie,Mora, Nathalie,Abert-Vian, Maryline,Rakotomanomana, Njara,Dangles, Olivier. "Chemical synthesis of hydroxycinnamic acid glucosides and evaluation of their ability to stabilize natural colors via anthocyanin copigmentation". . p. 7573 - 7579. Retrieved 2008/09/18.