GTP-gamma-S, G-protein-activating GTP analog

Key facts

CAS number

94825-44-2

Purity

>90%

Form

Solid

form

Molecular weight

563.1 Da

Molecular formula

C₁₀H₁₂Li₄N₅O₁₃P₃S

PubChem

135445735

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Biochemical name

Guanosine 5'-(trihydrogen diphosphate), monoanhydride with phosphorothioic acid, tetralithium salt

Biological description

G-protein-activating GTP analog. More hydrolysis resistant than GTP. Stimulates insulin release from pancreatic β-cells. Inhibits organelle transport along axonal microtubules. Induces exocytosis in vivo.

Canonical smiles

[Li+].[Li+].[Li+].[Li+].C1=NC2=C(N1C3C(C(C(O3)COP(=O)([O-])OP(=O)([O-])OP(=S)([O-])[O-])O)O)N=C(NC2=O)N

Isomeric smiles

[Li+].[Li+].[Li+].[Li+].C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)([O-])OP(=O)([O-])OP(=S)([O-])[O-])O)O)N=C(NC2=O)N

InChi

InChI=1S/C10H16N5O13P3S.4Li/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(26-9)1-25-29(19,20)27-30(21,22)28-31(23,24)32;;;;/h2-3,5-6,9,16-17H,1H2,(H,19,20)(H,21,22)(H2,23,24,32)(H3,11,13,14,18);;;;/q;4*+1/p-4/t3-,5-,6-,9-;;;;/m1..../s1

InChiKey

AMQXJFWJOAWCPV-ZVQJTLEUSA-J

IUPAC Name

tetralithium;[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] dioxidophosphinothioyl phosphate