Phosphothiophosphoric acid-adenylate ester

Base Information

• Chemical Name: Phosphothiophosphoric acid-adenylate ester
• CAS No.: 35094-46-3
• Molecular Formula: C10H16 N5 O12 P3 S
• Molecular Weight: 523.251
• DSSTox Substance ID: DTXSID301138619
• Nikkaji Number: J351.688A
• Wikidata: Q76100175
• Pharos Ligand ID: 1P3VT93PM72K
• Metabolomics Workbench ID: 51375
• ChEMBL ID: CHEMBL131890
• Mol file: 35094-46-3.mol

Synonyms:(gamma-S)ATP;adenosine 5'-(3-thio)triphosphate;adenosine 5'-(gamma-S)triphosphate;adenosine 5'-O-(3-thiotriphosphate);adenosine 5'-O-(gamma-thiotriphosphate);adenosine 5'-O-thiotriphosphate;adenosine 5'-thiotriphosphate;adenosine-5'-(3-thiotriphosphate);ATP gamma-S;ATPgammaS;gamma-thio-ATP

Chemical Property of Phosphothiophosphoric acid-adenylate ester

Chemical Property:

• Boiling Point: 901.8±75.0 °C(Predicted)
• PKA: 0.67±0.50(Predicted)
• Density: 2.56±0.1 g/cm3(Predicted)
• XLogP3: -4
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 8
• Exact Mass: 522.97290313
• Heavy Atom Count: 31
• Complexity: 805

Purity/Quality:

99%, ^*data from raw suppliers

Adenosine-5'-O-(1-thiotriphosphate) lithium salt - 100 mM aqueous solution ^*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)OP(=S)(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)OP(=S)(O)O)O)O)N

Technology Process of Phosphothiophosphoric acid-adenylate ester

There total 1 articles about Phosphothiophosphoric acid-adenylate ester 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: 80.0%

adenosine 5'-diphosphate (58-64-0,905904-58-7) → adenosine-5'-O-(3-thiotriphosphate) (35094-46-3) + ATP (56-65-5,896506-78-8)

Guidance literature:

With dihydroxyacetone phosphate; ethylenediaminetetraacetic acid; DL-dithiothreitol; NAD; trisodium thiophosphate; 2-oxo-propionic acid; magnesium chloride; phosphoglycerate kinase; immobil. triosephosphate isomerase; glyceraldehyde-3-phosphate dehydrogenase; lactate dehydrogenase; In water; for 72h; Ambient temperature; 1) pH 7.5;

DOI:10.1021/jo00182a009

Reference yield:

adenosine-5'-O-(3-thio)triphosphate (35094-46-3) + UDP (58-98-0) → adenosine 5'-diphosphate (58-64-0,905904-58-7) + uridine-5'-O-(3-thiotriphosphate) (79049-97-1)

Guidance literature:

With 2-amino-2-hydroxymethyl-1,3-propanediol; magnesium chloride; nucleotide 5'-diphosphate kinase; In water; at 30 ℃; for 1h; Enzymatic reaction;

DOI:10.1111/j.1476-5381.1996.tb15175.x

Reference yield:

adenosine-5'-O-(3-thio)triphosphate (35094-46-3) + Cys(t-BuS)-Gln-Phe(p-NHCOCH2Br)-Gln-Pro-Gly-Glu-Asn-Leu-OH → Cys-Gln-Phe(p-NHCOCH2S-ATP)-Gln-Pro-Gly-Glu-Asn-Leu

Guidance literature:

adenosine-5'-O-(3-thio)triphosphate; Cys(t-BuS)-Gln-Phe(p-NHCOCH₂Br)-Gln-Pro-Gly-Glu-Asn-Leu-OH; With Tris buffer; at 20 ℃; pH=7.0;

With Tris buffer; diothiothreitol; at 20 ℃; for 3h; pH=7.0;

DOI:10.1021/ja0380401

upstream raw materials:

adenosine 5'-diphosphate

Downstream raw materials:

adenosine 5'-diphosphate

uridine-5'-O-(3-thiotriphosphate)

Refernces