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Merck

370660

Guanosine 3′,5′-cyclic Monophosphate, N²,2′-O-Dibutyryl-, Sodium Salt

Cell-permeable cGMP analog that preferentially activates protein kinase G.

Synonym(s):

Guanosine 3′,5′-cyclic Monophosphate, N²,2′-O-Dibutyryl-, Sodium Salt, Dibutyryl-cGMP, Na

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About This Item

Empirical Formula (Hill Notation):
C18H23N5O9P · Na
CAS Number:
Molecular Weight:
507.37
MDL number:
UNSPSC Code:
41106305
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze
desiccated (hygroscopic)
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Product Name

Guanosine 3′,5′-cyclic Monophosphate, N²,2′-O-Dibutyryl-, Sodium Salt, Cell-permeable cGMP analog that preferentially activates protein kinase G.

SMILES string

[Na+].[P]1(=O)(O[C@@H]2[C@H](O[C@H]([C@@H]2OC(=O)CCC)[n]3c4nc(nc(c4nc3)O)NC(=O)CCC)CO1)[O-]

InChI

1S/C18H24N5O9P.Na/c1-3-5-10(24)20-18-21-15-12(16(26)22-18)19-8-23(15)17-14(31-11(25)6-4-2)13-9(30-17)7-29-33(27,28)32-13;/h8-9,13-14,17H,3-7H2,1-2H3,(H,27,28)(H2,20,21,22,24,26);/q;+1/p-1/t9-,13-,14-,17-;/m1./s1

InChI key

MGBPJXVWDGGLKI-GBIKJYCISA-M

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

white

solubility

ethanol: soluble
water: soluble

shipped in

ambient

storage temp.

−20°C

Quality Level

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Cell-permeable cGMP analog that preferentially activates protein kinase G.
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

General description

Cell-permeable cGMP analog that preferentially activates protein kinase G. Inhibits thrombin stimulated arachidonic acid release in human platelets.

Other Notes

Sane, D.C., et al. 1989. Biochem. Biophys. Res. Commun.165, 708.

Preparation Note

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

Legal Information

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

Storage Class

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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