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GTP-γ-S

CAT: 0804-HY-137677Size: 1 EachDry Ice: NoHazardous: No
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Description
GTPγS (Guanosine 5'-[γ-thio]triphosphate) is a G-protein activator that protects proteins from proteolytic degradation, stimulates GLUT4 translocation in a tyrosine kinase-dependent manner, stimulate phospholipases and induce actin polymerization. GTPγS to couple with G- protein α, to study its effect on kinase activity. GTPγS acts as a component of lysis buffer[1][2][3][4].
CAS Number
37589-80-3
Product Name Alternative
Guanosine 5'-[γ-thio]triphosphate
UNSPSC
12352005
Target
GLUT
Related Pathways
Membrane Transporter/Ion Channel
Field of Research
Others
Smiles
O[C@H]1[C@@H](O)[C@@H](N2C(NC(N)=NC3=O)=C3N=C2)O[C@H]1COP(O)(OP(OP(S)(O)=O)(O)=O)=O
Molecular Formula
C10H16N5O13P3S
Molecular Weight
539.25
References & Citations
[1]Julie G Hensler, et al. Differential Regulation of 5-HT1A Receptor-G Protein Interactions in Brain Following Chronic Antidepressant Administration. Neuropsychopharmacology. 2002 May;26 (5) :565-73. |[2]Li-Bin Liu, et al. Insulin recruits GLUT4 from distinct compartments via distinct traffic pathways with differential microtubule dependence in rat adipocytes. J Biol Chem. 2003 Aug 8;278 (32) :30157-69. doi: 10.1074/jbc.M301511200. |[3]Xufeng Wu, et al. Rab27a is an essential component of melanosome receptor for myosin Va. Mol Biol Cell. 2002 May;13 (5) :1735-49.|[4]Pilar Sánchez-Blázquez, et al. Brain-specific Galphaz interacts with Src tyrosine kinase to regulate Mu-opioid receptor-NMDAR signaling pathway. Cell Signal. 2009 Sep;21 (9) :1444-54.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

GTP-gamma-S

Guanosine 5'-[gamma-thio]triphosphate is a nucleoside triphosphate analogue. It is functionally related to a GTP.

CAS Number37589-80-3
PubChem CID135398675
IUPAC Name[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] dihydroxyphosphinothioyl hydrogen phosphate
Molecular FormulaC10H16N5O13P3S
Molecular Weight539.25
XLogP-4
Topological Polar Surface Area310
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count16
Rotatable Bond Count8
Heavy Atom Count32
Formal Charge0
Complexity932
SMILES
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/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)/t3-,5-,6-,9-/m1/s1
InChIKey
XOFLBQFBSOEHOG-UUOKFMHZSA-N
Chemical Structure
2D Structure
2D structure of GTP-gamma-S
CAS: 37589-80-3
CID: 135398675
Formula: C10H16N5O13P3S
MW: 539.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight539.25
XLogP3-4
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count16
Rotatable Bond Count8
Exact Mass538.96781775
Monoisotopic Mass538.96781775
Topological Polar Surface Area310 Ų
Heavy Atom Count32
Formal Charge0
Complexity932
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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