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Merck
CN

203820

8-Bromoguanosine 3′,5′-cyclic monophosphate sodium salt

Cell-permeable cGMP analog that is more resistant to phosphodiesterases than cGMP.

Synonym(s):

Guanosine 3′,5′-cyclic Monophosphate, 8-Bromo-, Sodium Salt, 8-Bromo-cGMP, Br-cGMP, Na

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About This Item

Empirical Formula (Hill Notation):
C10H10BrN5O7P · Na
CAS Number:
Molecular Weight:
446.08
UNSPSC Code:
41106305
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, desiccated
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Product Name

Guanosine 3′,5′-cyclic Monophosphate, 8-Bromo-, Sodium Salt, Cell-permeable cGMP analog that is more resistant to phosphodiesterases than cGMP.

Quality Level

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated

color

white

solubility

water: 200 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

[P]1(=O)(O[C@@H]2[C@H](O[C@H]([C@@H]2O)[n]3c4[nH]c(n[c](c4nc3Br)=O)N)CO1)O

InChI

1S/C10H11BrN5O7P/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18)/t2-,4-,5-,8-/m1/s1

InChI key

YUFCOOWNNHGGOD-UMMCILCDSA-N

General description

Cell-permeable cGMP analog that is more resistant to phosphodiesterases than cGMP. Preferentially activates protein kinase G. Inhibits thrombin-stimulated arachidonic acid release in human platelets.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
protein kinase G
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Aqueous stock solutions are stable for up to 1 week at -20°C.

Other Notes

Kwak, B.R., and Jongsma, H.J. 1996. Mol. Cell. Biochem. 157, 93.
Perreault, T., and DeMarte, J. 1993. Am. J. Physiol. 264, H302.
Ruth, P., et al. 1991. Eur. J. Biochem.202, 1339.
Schwarzschild, M.A., and Zigmond, R.E. 1991. J. Neurochem.56, 400.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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Sinisa Prelic et al.
Frontiers in cellular neuroscience, 17, 1180798-1180798 (2023-06-12)
Olfaction is a crucial sensory modality in insects and is underpinned by odor-sensitive sensory neurons expressing odorant receptors that function in the dendrites as odorant-gated ion channels. Along with expression, trafficking, and receptor complexing, the regulation of odorant receptor function



Global Trade Item Number

SKUGTIN
203820-25MG04055977204032