UDP-D-galacturonate

Base Information

• Chemical Name: UDP-D-galacturonate
• CAS No.: 50722-58-2
• Molecular Formula: C₁₅H₂₂N₂O₁₈P₂
• Molecular Weight: 580.29
• DSSTox Substance ID: DTXSID601314812
• Metabolomics Workbench ID: 41983,71083
• Nikkaji Number: J2.324.904I
• Wikidata: Q27098373
• Mol file: 50722-58-2.mol

Synonyms:UDP-D-galacturonate;UDP-alpha-D-galacturonic acid;UDPgalacturonate;(2s,3r,4s,5r,6r)-6-[[[(2r,3s,4r,5r)-5-(2,4-Dioxopyrimidin-1-Yl)-3,4-Dihydroxy-Oxolan-2-Yl]methoxy-Hydroxy-Phosphoryl]oxy-Hydroxy-Phosphoryl]oxy-3,4,5-Trihydroxy-Oxane-2-Carboxylic Acid;(2S,3R,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid;UDP-|A-D-galacturonic acid;UGB;UDP-D-galacturonic acid;UDP-a-D-Galacturonic acid;CHEBI:16085;DTXSID601314812;J-700263;Q27098373;uridine 5'-[3-(alpha-D-galactopyranuronosyl) dihydrogen diphosphate];(2S,3R,4S,5R,6R)-6-({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid;(2S,3R,4S,5R,6R)-6-{[(S)-{[(R)-{[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

Chemical Property of UDP-D-galacturonate

Chemical Property:

• PSA: 333.68000
• Density: 2.05g/cm³
• LogP: -4.70140
• XLogP3: -6.4
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 9
• Exact Mass: 580.03428585
• Heavy Atom Count: 37
• Complexity: 1040

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)C(=O)O)O)O)O)O)O
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)C(=O)O)O)O)O)O)O

Technology Process of UDP-D-galacturonate

There total 10 articles about UDP-D-galacturonate 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: 70.0%

D-galacturonic acid (6294-16-2) + UTP (63-39-8) → Uridine pyrophosphate galacturonic acid (2616-64-0,7305-43-3,50722-58-2,106864-00-0,14520-48-0,30329-32-9,3545-73-1,5918-40-1)

Guidance literature:

With galactokinase from Bifidobacterium infantis ATCC₁₅₆₉₇; pyrophosphatase from E_. coli; UDP-sugar pyrophosphorylasegene from Arabidopsis thaliana; ATP; magnesium chloride; In aq. buffer; at 37 ℃; pH=8; Enzymatic reaction;

DOI:10.1016/j.carres.2015.04.001

Reference yield: 39.0%

D-galacturonic acid (489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + UTP (63-39-8) → Uridine pyrophosphate galacturonic acid (2616-64-0,7305-43-3,50722-58-2,106864-00-0,14520-48-0,30329-32-9,3545-73-1,5918-40-1)

Guidance literature:

With recombinant Arabidopsis thaliana UDP-sugar pyrophosphorylase; recombinant Bifidobacterium infantis galactokinase; recombinant Pasteurella multocida inorganic pyrophosphatase; ATP; magnesium chloride; In aq. buffer; at 37 ℃; for 30h; pH=7; chemoselective reaction; Catalytic behavior; Enzymatic reaction;

DOI:10.1039/c4cc10306h

Reference yield:

→ uridine diphosphoglucuronic acid (2616-64-0,7305-43-3,50722-58-2,106864-00-0,14520-48-0,30329-32-9,3545-73-1,5918-40-1)

Guidance literature:

1,3-Dicyclohexyl-guanidiniumsalz v. Uridin-5'-phosphoramidat, Triaethylammoniumsalz v. β-Glucuronsaeure-1-phosphat, in wfr. Py.(37grad);;

upstream raw materials:

UDP-glucose

UTP

UDP-glucuronic acid

α-D-glucopyranosyl-1-phosphate

Downstream raw materials:

3α-(1''β-D-Glucopyranosiduronyl)-8α-isovaleryloxy-scirpen-3,4β,15-triol 15-acetate

Δ⁹-Tetrahydrocannabinol-11-oic acid glucuronide

R-naproxen β-1-O-acyl-glucuronide

(+/-)-Temazepam glucuronide

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