UDP-alpha-D-xylose

Base Information

• Chemical Name: UDP-alpha-D-xylose
• CAS No.: 3616-06-6
• Molecular Formula: C14H22 N2 O16 P2
• Molecular Weight: 536.28
• Metabolomics Workbench ID: 50369
• Wikidata: Q27104824
• Mol file: 3616-06-6.mol

Synonyms:UDP-alpha-D-xylose;UDP-alpha-D-xylose(2-);Uridine 5'-diphospo-alpha-D-xylopyranoside;UDP-alpha-D-xylose dianion;CHEBI:57632;uridine 5'-[3-(alpha-D-xylopyranosyl) diphosphate];Q27104824;Uridine 5'-(trihydrogen diphosphate), P'-(alpha-D-xylopyranosyl) ester;[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] [(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl] phosphate

Chemical Property of UDP-alpha-D-xylose

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 296.38000
• Density: 1.96g/cm³
• LogP: -4.15460
• XLogP3: -6.7
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 8
• Exact Mass: 534.02880655
• Heavy Atom Count: 34
• Complexity: 900

Purity/Quality:

95% ^*data from raw suppliers

UDP-a-D-xylose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C(O1)OP(=O)([O-])OP(=O)([O-])OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)O)O)O
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)([O-])OP(=O)([O-])OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)O)O)O

Technology Process of UDP-alpha-D-xylose

There total 13 articles about UDP-alpha-D-xylose 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:

UDP-glucuronic acid (2616-64-0) → UDP-xylose (3616-06-6,21401-20-7,30329-30-7,38-57-3,97905-92-5,7164-64-9) + 5'-Uridylic Acid (58-97-9,27416-86-0)

Guidance literature:

With UDP-api/UDP-xylose synthase from Arabidopsis thaliana; nicotinamide adenine dinucleotide; In aq. phosphate buffer; at 25 ℃; for 8h; pH=8; Enzymatic reaction;

DOI:10.1016/j.carres.2019.03.011

Reference yield:

UDP-glucuronic acid (2616-64-0) → UDP-xylose (3616-06-6,21401-20-7,30329-30-7,38-57-3,97905-92-5,7164-64-9) + 5'-Uridylic Acid (58-97-9,27416-86-0) + diphosphoric acid 1-((3R)-α-D-apiofuranosyl) ester 2-uridin-5'-yl ester (20230-91-5,36020-60-7)

Guidance literature:

With UDP-api/UDP-xylose synthase from Arabidopsis thaliana; In aq. phosphate buffer; at 25 ℃; for 8h; pH=8; Enzymatic reaction;

DOI:10.1016/j.carres.2019.03.011

Reference yield:

UDP-glucose (133-89-1) → UDP-xylose (3616-06-6,21401-20-7,30329-30-7,38-57-3,97905-92-5,7164-64-9)

Guidance literature:

UDP-glucose; With Candida tenuis xylose reductase; uridine diphosphate glucose 6-dehydrogenase; dihydrogen peroxide; nicotinamide adenine dinucleotide; 9,10-phenanthrenequinone; bovine serum albumin; bovine liver catalase; In aq. phosphate buffer; at 37 ℃; pH=7.5; Enzymatic reaction;

With uridine diphosphate xylose syntahse 1; In aq. phosphate buffer; pH-value; Temperature;

DOI:10.1002/adsc.201400766

upstream raw materials:

UDP-glucuronic acid

α-D-xylose 1-phosphate, free acid

uridine 5’-monophosphate-imidazole

5'-Uridylic Acid

Downstream raw materials:

astragaloside III

Refernces

• 1、 Eixelsberger, Thomas,Horvat, Doroteja,Gutmann, Alexander,Weber, Hansj?rg,Nidetzky, Bernd. "Isotope Probing of the UDP-Apiose/UDP-Xylose Synthase Reaction: Evidence of a Mechanism via a Coupled Oxidation and Aldol Cleavage". . p. 2503 - 2507. Retrieved 2017/02/23.
• 2、 Gu, Xiaogang,Glushka, John,Yin, Yanbin,Xu, Ying,Denny, Timothy,Smith, James,Jiang, Yingnan,Bar-Peled, Maor. "Identification of a bifunctional UDP-4-keto-pentose/UDP-xylose synthase in the plant pathogenic bacterium Ralstonia solanacearum strain GMI1000, a distinct member of the 4,6-dehydratase and decarboxylase family". experimental part. p. 9030 - 9040. Retrieved 2011/03/18.