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G7637

Sigma-Aldrich

Guanosine 5′-[β-thio]diphosphate trilithium salt

≥85% (HPLC), powder

Synonym(s):

GDPβS trilithium salt, GDP-β-S, GDP-β-S-Li3

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About This Item

Empirical Formula (Hill Notation):
C10H12Li3N5O10P2S
CAS Number:
97952-36-8
Molecular Weight:
477.07
Beilstein:
8181243
MDL number:
MFCD00057735
UNSPSC Code:
41106305
PubChem Substance ID:
329799966
NACRES:
NA.77

Assay

≥85% (HPLC)

form

powder

color

white

solubility

H2O: 20 mg/mL (Solutions are very unstable; prepare immediately prior to use.)

shipped in

dry ice

storage temp.

−20°C

SMILES string

[Li+].[Li+].[Li+].NC1=Nc2c(ncn2[C@@H]3O[C@H](COP([O-])(=O)OP([O-])([O-])=S)[C@@H](O)[C@H]3O)C(=O)N1

InChI

1S/C10H15N5O10P2S.3Li/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(24-9)1-23-26(19,20)25-27(21,22)28;;;/h2-3,5-6,9,16-17H,1H2,(H,19,20)(H2,21,22,28)(H3,11,13,14,18);;;/q;3*+1/p-3/t3-,5-,6-,9-;;;/m1.../s1

InChI key

LMCWQGPJYZRMKU-CYCLDIHTSA-K

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Application

Guanosine 5′-[β-thio]diphosphate trilithium salt has been used as an inhibitor of G-protein activation to study its effects on acetylcholine current in bag cell neurons. It has also been used to study its effects on cholinergic-dependent plateau potentials.

Biochem/physiol Actions

Guanosine 5′-[β-thio]diphosphate is a non-hydrolyzable analog of guanosine. It functions as an inhibitor of G-protein activation.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Linkage

Non-hydrolyzable GDP analog

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A K H Tam et al.
Neuroscience, 179, 41-55 (2011-02-01)
Targeting signalling molecules to ion channels can expedite regulation and assure the proper transition of changes to excitability. In the bag cell neurons of Aplysia, single-channel studies of excised patches have revealed that protein kinase C (PKC) gates a non-selective
E Y Moon et al.
Life sciences, 86(17-18), 683-690 (2010-03-03)
We evaluated Gi-protein inhibitor, guanosine 5'-O-(2-thiodiphosphate)(GOT)-induced senescence-associated(SA)-beta-galactosidase(Gal) positive cell formation to determine if it occurred through phosphorylation of cyclic AMP-dependent response element binding protein (CREB). IMR-90 human lung fibroblast cells were used. SA-beta-Gal positive cells and senescence-associated heterochromatic foci (SAHF)
R J Ho et al.
Archives of biochemistry and biophysics, 251(1), 148-155 (1986-11-15)
Forskolin-activated adenylate cyclases (AC) in intact membranes, solubilized with Lubrol or eluted following adsorption on a forskolin-Sepharose column, were examined for inhibition by GDP and GDP beta S. AC in intact membranes of rat or rabbit adipocytes was activated by
G L Kucera et al.
Biochemical and biophysical research communications, 153(1), 417-421 (1988-05-31)
The inhibition by guanosine 5'-[beta-thio]diphosphate (GDP beta S) of phospholipase C was compared in intact and saponin-permeabilized human platelets in order to assess whether effects of GDP beta S on phospholipase C activation unrelated to guanine nucleotide binding function were
E Oberdisse et al.
Biochemical and biophysical research communications, 144(3), 1188-1196 (1987-05-14)
Guanosine 5'-O-thiotriphosphate (GTP gamma S) and thrombin stimulate the activity of phospholipase C in platelets that have been permeabilized with saponin and whose inositol phospholipids have been prelabeled with [3H]inositol. Ca2+ has opposite effects on the formation of [3H]inositol phosphates
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Discover Bioactive Small Molecules for Cyclic Nucleotides

Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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