ADP-glucose

Base Information

• Chemical Name: ADP-glucose
• CAS No.: 2140-58-1
• Molecular Formula: C16H25 N5 O15 P2
• Molecular Weight: 589.347
• DSSTox Substance ID: DTXSID101318219
• Nikkaji Number: J14.393F
• Wikidata: Q27098215
• Metabolomics Workbench ID: 38936
• ChEMBL ID: CHEMBL227552
• Mol file: 2140-58-1.mol

Synonyms:Adenosine Diphosphate Glucose;Adenosine Diphosphoglucose;Adenosine Pyrophosphateglucose;ADP Glucose;ADPG;Diphosphate Glucose, Adenosine;Diphosphoglucose, Adenosine;Glucose, Adenosine Diphosphate;Glucose, ADP;Pyrophosphateglucose, Adenosine

Chemical Property of ADP-glucose

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 997.5°Cat760mmHg
• PKA: 1.10±0.50(Predicted)
• Flash Point: 557.1°C
• PSA: 331.37000
• Density: 2.42g/cm³
• LogP: -3.34060
• XLogP3: -6.2
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 19
• Rotatable Bond Count: 9
• Exact Mass: 589.08223910
• Heavy Atom Count: 38
• Complexity: 925

Purity/Quality:

99% ^*data from raw suppliers

ADENOSINE-5'-DIPHOSPHATE-D-GLUCOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)CO)O)O)O)O)O)N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)N

Technology Process of ADP-glucose

There total 5 articles about ADP-glucose 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: 78.0%

ATP (56-65-5,896506-78-8) + α-D-glucopyranosyl-1-phosphate (59-56-3,27251-84-9,63779-58-8,262856-84-8) → adenosine-5'-(α-D-glucopyranosyl)diphosphate (2140-58-1)

Guidance literature:

With Glucose-1-phosphate thymidylyltransferase from Streptococcus pneumonia serotype 23F; magnesium chloride; at 37 ℃; for 6h; Enzymatic reaction;

DOI:10.1039/d0ra05799a

Reference yield: 10.0%

adenosine-5'-monophosphate disodium salt (4578-31-8) + Sucrose (57-50-1) → adenosine-5'-(α-D-glucopyranosyl)diphosphate (2140-58-1)

Guidance literature:

With bovine serum albumine; adenosine-5'-triphosphate Na salt; phospho(enol)pyruvate CHA-salt; tris hydrochloride; magnesium chloride; diothiothreitol; at 37 ℃; for 4h; sucrose synthase, pyruvate kinase, myokinase;

DOI:10.1016/0040-4020(95)01081-5

Reference yield:

α-D-glucose-1-phosphate tributylammonium salt (61503-56-8) + AMP-N-methylimidazolide → adenosine-5'-(α-D-glucopyranosyl)diphosphate (2140-58-1)

Guidance literature:

α-D-glucose-1-phosphate tributylammonium salt; AMP-N-methylimidazolide; With 3 A molecular sieve; In acetonitrile; at 20 ℃; for 2h;

With ammonium acetate; In acetonitrile; Further stages.;

DOI:10.1016/j.carres.2008.01.046

upstream raw materials:

adenosine-5'-monophosphate disodium salt

Sucrose

ATP

α-D-glucopyranosyl-1-phosphate

Downstream raw materials:

D-glucose

TREHALOSE

adenosine 5'-diphosphate