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Sigma-Aldrich

Guanosine 5′-diphosphate disodium salt

≥90% (HPLC)

Synonym(s):

5′-GDP-Na2

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About This Item

Empirical Formula (Hill Notation):
C10H13N5Na2O11P2
CAS Number:
7415-69-2
Molecular Weight:
487.16
EC Number:
231-026-2
MDL number:
MFCD00084665
UNSPSC Code:
41106305
PubChem Substance ID:
57651304
NACRES:
NA.51

biological source

Porcine brain
microbial (Corynebacterium sp)
synthetic

Quality Level

100

Assay

≥90% (HPLC)

form

powder

solubility

H2O: 50 mg/mL, clear, colorless

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C10H15N5O11P2.2Na/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21;;/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18);;/q;2*+1/p-2/t3-,5-,6-,9-;;/m1../s1

InChI key

LTZCGDIGAHOTKN-LGVAUZIVSA-L

Related Categories

General description

Guanosine 5′-diphosphate (GDP) is a purine nucleotide and is interconvertible to guanosine by the action of ectonucleotidases and by nucleoside phosphorylase into guanine. GDP is majorly acted upon by 5′‐ectonucleotidases in neuronal cells.

Application

Guanosine 5′-diphosphate (GDP) is used as a substrate of pyruvate kinase to produce GTP in support of RNA biosyntheis. GDP is used to study the kinetics and characteristics of GTPases such as those associated with G-protein coupled receptors (GPCR). GDP is also used to study cell signaling processes mediate by guanine nucleotide exchange factors.
Guanosine 5′-diphosphate disodium salt has been used:
  • in fluorescent metal nanoclusters selectivity of guanosine 3′-diphosphate-5′-di(tri)phosphate, ppGpp
  • in screening of fluorescence emission of hypocrellin A-zinc complex
  • as a component of assay buffers in the autoradiography of mice brain sections

Biochem/physiol Actions

Guanosine based nucleosides play a key role in multiple cellular processes and generation growth factors. Elevated levels of guanosine 5′-diphosphate (GDP) is associated with the pathogenesis of neurological disorders. GDP is bound to G protein . G protein coupled receptors (GPCRs) activate G proteins by exchanging the bound GDP to GTP. GDP is potent inhibitor agent of hepcidin- ferroportin complex and may be effective for promoting erythropoiesis and treating anemia of inflammation(AI).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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The guanylate-binding proteins: emerging insights into the biochemical properties and functions of this family of large interferon-induced guanosine triphosphatase.
Vestal DJ, Jeyaratnam JA.
Interferon Cytokine Res., 31, 89-97 (2011)
Identification of guanosine 5?-diphosphate as potential iron mobilizer: preventing the Hepcidin-Ferroportin interaction and modulating the interleukin-6/Stat-3 pathway
Angmo S, et al.
Scientific Reports, 7, 40097-40097 (2017)
Activation of G proteins by guanine nucleotide exchange factors relies on GTPase activity
Stanley RJ and Thomas GMH
PLoS ONE, 11(3), e0151861-e0151861 (2016)
Alberto Fernández-Medarde et al.
Biochimica et biophysica acta, 1815(2), 170-188 (2010-11-30)
RasGrf1 and RasGrf2 are highly homologous mammalian guanine nucleotide exchange factors which are able to activate specific Ras or Rho GTPases. The RasGrf genes are preferentially expressed in the central nervous system, although specific expression of either locus may also
Michael P East et al.
Seminars in cell & developmental biology, 22(1), 3-9 (2010-07-20)
Arf GAPs (ADP-ribosylation factor GTPase-activating proteins) are essential components of Arf (ADP-ribosylation factor) signaling pathways. Arf GAPs stimulate the hydrolysis of GTP to GDP to transition Arf from the active, GTP bound, state to the inactive, GDP bound, state. Based
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