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Merck
CN

51060

Guanosine 5′-diphosphate disodium salt

≥90% (HPLC), from Porcine brain, powder

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
NACRES:
NA.51
PubChem Substance ID:
57651304
UNSPSC Code:
41106305
EC Number:
231-026-2
MDL number:
MFCD00084665
Assay:
≥90% (HPLC)
Biological source:
Porcine brain, microbial (Corynebacterium sp), synthetic
Form:
powder
Solubility:
H2O: 50 mg/mL, clear, colorless
Storage temp.:
−20°C

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Product Name

Guanosine 5′-diphosphate disodium salt, ≥90% (HPLC)

InChI key

LTZCGDIGAHOTKN-LGVAUZIVSA-L

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

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

biological source

Porcine brain, microbial (Corynebacterium sp), synthetic

assay

≥90% (HPLC)

form

powder

solubility

H2O: 50 mg/mL, clear, colorless

shipped in

dry ice

storage temp.

−20°C

Quality Level

100

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN7230
BCCL7653
BCCK3930
BCCL1817
BCCJ6807

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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)
Tomoya Saito et al.
The Journal of biological chemistry, 283(20), 14041-14052 (2008-03-08)
We previously reported a cytosolic pyruvate kinase (EC 2.7.1.40) from Toxoplasma gondii (TgPyKI) that differs from most eukaryotic pyruvate kinases in being regulated by glucose 6-phosphate rather than fructose 1,6-diphosphate. Another putative pyruvate kinase (TgPyKII) was identified from parasite genome
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
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