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S6069

Sigma-Aldrich

Sp 5,6-DCl-cBIMPS

≥98% (HPLC), solid

Synonym(s):

5,6-Dichloro-1-b-D-ribofuranosylbenzimidazole-3′,5′-cyclic monophosphorothioate, Sp- isomer sodium salt

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About This Item

Empirical Formula (Hill Notation):
C12H10Cl2N2O5PSNa
CAS Number:
Molecular Weight:
419.15
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥98% (HPLC)

form

solid

color

white

solubility

H2O: 1 mM
DMSO: freely soluble
ethanol: freely soluble

shipped in

dry ice

storage temp.

−70°C

SMILES string

[Na+].O[C@@H]1[C@@H]2O[P@]([S-])(=O)OC[C@H]2O[C@H]1n3cnc4cc(Cl)c(Cl)cc34

Application

Sp 5,6-DCl-cBIMPS may be used in cAMP-dependent protein kinase-mediated cell signaling studies.

Biochem/physiol Actions

Selective cAMP-dependent protein kinase (PKA) activator. Especially suitable for intact cells showing preference for site B of type II isozyme. Completely stable against mammalian cPDE types I & III and only extremely slowly hydrolized by cPDE type II. Surpasses the widely used but problematic dibutyryl cAMP or 8-CPT-cAMP in terms of metabolic stability, membrane permeability and potency.

Storage Class Code

13 - Non 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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A V Makarevich et al.
Animal reproduction science, 81(1-2), 125-136 (2004-01-30)
To understand the role of protein kinase A (PKA) in the control of ovarian secretory activity, we examined effects of stimulators (db-cAMP, 6-Phe-cAMP, Sp-cDBIMPS) or inhibitors (Rp-cAMPS, KT5720) of PKA on the release of insulin-like growth factor I (IGF-I), progesterone
Dirk Motzkus et al.
Journal of molecular neuroscience : MN, 18(1-2), 105-109 (2002-04-05)
The mammalian period (Per) genes which are components of the circadian clock are mainly regulated via an autoregulatory feedback loop. Here we show that a human PER1 (hPER1) reporter gene activity is stimulated by interleukin-6 (IL-6), a member of the
William V Holt et al.
Journal of andrology, 23(4), 557-565 (2002-06-18)
Because poorly motile sperm samples can often be stimulated by treatments that increase intracellular levels of cyclic adenosine monophosphate (cAMP), it has been supposed that such samples are unable to maintain an adequate supply of the cyclic nucleotide with which
L Lubomirov et al.
British journal of pharmacology, 134(7), 1564-1570 (2001-11-29)
1. Urocortin is an endogenous vasodilator although the mechanism of vasorelaxation is not completely understood. The hypothesis that an alteration of smooth muscle calcium concentration is involved was tested using isometric tension recording and calcium fluorimetry. The relationship between contraction
Jun Adachi et al.
The Journal of reproduction and development, 54(3), 171-176 (2008-02-29)
In order to reveal the involvement of the sperm postacrosomal region in the acrosome reaction, we examined the effects of the protein phosphatase inhibitor calyculin A on the postacrosomal protein serine/threonine phosphorylation state and acrosome morphology in boar spermatozoa incubated

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