Guanosine 5′-[β,γ-imido]triphosphate trisodium salt hydrate - ≥85% , CAS No.148892-91-5

CAS: 148892-91-5 Cat. No.: G348660 Molecular Weight: 588.14 (anhydrous basis) EC Number: 633-966-2

GRADE & PURITY ≥85%

Synonyms

GPP(NH)p | GMP-PNP | guanosine 5'-[beta,gamma-imido]triphosphate trisodium salt | Q27147790 | guanylyl imidodiphosphate | PD017901 | Guanosine 5'-[beta,gamma-imido]triphosphate trisodium salt hydrate, >=85% (HPLC), powder | trisodium;[[(2R,3S,4R,5R)-5-(2-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Guanylyl Imidodiphosphate is the preferred GTP analog to activate ADP-ribosylation factor. Guanylyl Imidodiphosphate binds and irreversibly activates G proteins. Since a cycle of GTP binding, hydrolysis, and release is required for the initiation of protein translocation across the endoplasmic reticulum, Guanylyl Imidodiphosphate is often used in studies of protein synthesis. Guanylyl Imidodiphosphate has linkage to Non-hydrolyzable analogs of GTP.

Specifications

Synonyms

GPP(NH)p | GMP-PNP | guanosine 5'-[beta, gamma-imido]triphosphate trisodium salt | Q27147790 | guanylyl imidodiphosphate | PD017901 | Guanosine 5'-[beta, gamma-imido]triphosphate trisodium salt hydrate, >=85% (HPLC), powder | trisodium;[[(2R, 3S, 4R, 5R)-5-(2-

Specifications & Purity

≥85%

Biochemical and Physiological Mechanisms

Guanosine 5′-[ß, γ-imino]triphosphate binds to G protein and activates it irreversibly. Since the cycle of GTP binding, hydrolysis and release is necessary to initiate protein transfer across the endoplasmic reticulum, this non-hydrolyzable analog of GTP i

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Action Type

ACTIVATOR

Note

Guanylyl Imidodiphosphate is soluble is water, 50 mg/ml

Purity

≥85%

Names and Identifiers

• Pubchem Sid: 504773325
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773325
• Canonical Smiles: [Na+].[Na+].[Na+].Nc1nc(O)c2ncn([C@@H]3O[C@H](COP([O-])(=O)OP([O-])(=O)NP(O)([O-])=O)[C@@H](O)[C@H]3O)c2n1
• IUPAC Name: trisodium;[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-[[hydroxy(oxido)phosphoryl]amino]phosphinate
• InChIKey: QGJNRMUNXAROIT-CYCLDIHTSA-K
• INCHI: 1S/C10H17N6O13P3.3Na/c11-10-13-7-4(8(19)14-10)12-2-16(7)9-6(18)5(17)3(28-9)1-27-32(25,26)29-31(23,24)15-30(20,21)22;;;/h2-3,5-6,9,17-18H,1H2,(H,25,26)(H3,11,13,14,19)(H4,15,20,21,22,23,24);;;/q;3*+1/p-3/t3-,5-,6-,9-;;;/m1.../s1
• Isomeric SMILES: C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)([O-])OP(=O)(NP(=O)(O)[O-])[O-])O)O)N=C(NC2=O)N.[Na+].[Na+].[Na+]
• WGK Germany: 3
• Molecular Weight: 588.14 (anhydrous basis)

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 monophosphates
• Alternative Parents: Pentose phosphates Glycosylamines 6-oxopurines Hypoxanthines Monosaccharide phosphates Pyrimidones Aminopyrimidines and derivatives Alkyl phosphates N-substituted imidazoles Tetrahydrofurans Vinylogous amides Heteroaromatic compounds Secondary alcohols 1,2-diols Azacyclic compounds Oxacyclic compounds Hydrocarbon derivatives Organic zwitterions Primary amines Organopnictogen compounds Organic sodium salts Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-oxopurine - Pentose monosaccharide - Hypoxanthine - Monosaccharide phosphate - Purine - Imidazopyrimidine - Pyrimidone - Aminopyrimidine - Monosaccharide - N-substituted imidazole - Alkyl phosphate - Pyrimidine - Organic phosphoric acid derivative - Phosphoric acid ester - Vinylogous amide - Tetrahydrofuran - Heteroaromatic compound - Azole - Imidazole - Secondary alcohol - 1,2-diol - Oxacycle - Azacycle - Organic alkali metal salt - Organoheterocyclic compound - Organic salt - Amine - Organic sodium salt - Alcohol - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic zwitterion - Primary amine - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
• External Descriptors: organic sodium salt

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: Soluble in water (50 mg/ml).
• Melt Point(°C): 230° C
• Molecular Weight: 588.140 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 8
• Exact Mass: 587.952 Da
• Monoisotopic Mass: 587.952 Da
• Topological Polar Surface Area: 306.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 909.000
• 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: 4

XLogP3