ATP-gamma-S - ≥80% , CAS No.93839-89-5

CAS: 93839-89-5 Cat. No.: A274887 Molecular Weight: 546.98 EC Number: 298-862-8

GRADE & PURITY ≥80%

Synonyms

Adenosine 5'-(γ-thio)-triphosphate (lithium salt) | P'-anhydride with phosphorothioic acid adenosine 5'-(trihydrogen diphosphate), tetralithium salt | Adenosine 5′-[γ-thio]triphosphate tetralithium salt | ATP-γ-S | Ado-5′-PPP[S]

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Adenosine 5′-[γ-thio]triphosphate tetralithium salt has been used to treat the pollen grains to determine the inhibitory effect of adenosine triphosphate (ATP) or its hydrolysis product. It has also been used to select thiophosphorylate target protein.

Specifications

Synonyms

Adenosine 5'-(γ-thio)-triphosphate (lithium salt) | P'-anhydride with phosphorothioic acid adenosine 5'-(trihydrogen diphosphate), tetralithium salt | Adenosine 5′-[γ-thio]triphosphate tetralithium salt | ATP-γ-S | Ado-5′-PPP[S]

Specifications & Purity

≥80%

Biochemical and Physiological Mechanisms

Adenosine 5′-[γ-thio]triphosphate (ATP-γ-S) is widely used as a non-hydrolyzed ATP analogue for studies on the effects of ATP binding to ATP sites in a wide range of processes including extracellular functions. ATP- γ-S is a P2 purinergic agonist which in

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

AGONIST

Note

This product is supplied in one (or more) pack size which is freeze dried. Therefore the contents may not be readily visible, as they can coat the bottom or walls of the vial. Please see our FAQs and information page for more details on handling. Unstable; make up solutions fresh and use immediately. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥80%

Names and Identifiers

• Canonical Smiles: [Li+].[Li+].[Li+].[Li+].C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)([O-])OP(=O)([O-])OP(=S)([O-])[O-])O)O)N
• IUPAC Name: tetralithium;[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] dioxidophosphinothioyl phosphate
• InChIKey: DWQFDOIBOYDYKH-KWIZKVQNSA-J
• INCHI: 1S/C10H16N5O12P3S.4Li/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(25-10)1-24-28(18,19)26-29(20,21)27-30(22,23)31;;;;/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H,20,21)(H2,11,12,13)(H2,22,23,31);;;;/q;4*+1/p-4/t4-,6-,7-,10-;;;;/m1..../s1
• Isomeric SMILES: [Li+].[Li+].[Li+].[Li+].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
• Alternate CAS: 35094-45-2（free）
• Molecular Weight: 546.98

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleotides
      • Subclass Purine ribonucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleotides
• Subclass: Purine ribonucleotides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine ribonucleoside diphosphates
• Alternative Parents: Purine ribonucleoside monophosphates Pentose phosphates Glycosylamines 6-aminopurines Organic pyrophosphates Monosaccharide phosphates Aminopyrimidines and derivatives Alkyl phosphates Organic thiophosphoric acids and derivatives N-substituted imidazoles Imidolactams Oxolanes Heteroaromatic compounds Secondary alcohols 1,2-diols Oxacyclic compounds Azacyclic compounds Organic lithium salts Organic oxides Primary amines Organic zwitterions Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine ribonucleoside diphosphate - Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Monosaccharide phosphate - Organic pyrophosphate - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Imidolactam - Pyrimidine - Alkyl phosphate - Organic thiophosphoric acid or derivatives - Oxolane - Azole - Imidazole - Heteroaromatic compound - Secondary alcohol - 1,2-diol - Organic lithium salt - Organoheterocyclic compound - Organic alkali metal salt - Azacycle - Oxacycle - Amine - Organic nitrogen compound - Hydrocarbon derivative - Alcohol - Organic oxide - Primary amine - Organic oxygen compound - Organic salt - Organic zwitterion - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: H2O: 25 mg/mL
• Sensitivity: Moisture sensitive
• Molecular Weight: 547.100 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 8
• Exact Mass: 547.006 Da
• Monoisotopic Mass: 547.006 Da
• Topological Polar Surface Area: 305.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 788.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 5

XLogP3

References

1. Xing Zhang, xiao chen, Fan Yang, Huming Shao, Tianliang Bai, Xuanyi Meng, Yong Wu, Anshu Yang, Hongbing Chen, Xin Li.  (2024)  Extracellular adenosine triphosphate skews the T helper cells balance and enhances neutrophils activation in mice with food allergy.  Food & Function,      [PMID:38726659] [10.1039/D4FO01135J]