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KH7

Cayman Chemical Item Number 13243

(CAS 330676-02-3)

KH7 (CAS 330676-02-3)

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Description

Soluble adenylyl cyclase mediates bicarbonate-stimulated production of the ubiquitous second messenger adenosine 3’,5’-cyclic mononucleotide (cAMP).1 It is abundantly expressed in sperm, in fluid transporting tissues such as kidney cortex and medulla, and in other bicarbonate-responsive tissues and cells. KH7 is a selective inhibitor of soluble adenylyl cyclase (sAC) that has little effect on transmembrane adenylyl cyclases.2 It displays an IC50 value between 3-10 µM toward sAC.2 At 50 µM, KH7 decreases basal cAMP accumulation in sperm.2 KH7 has been used in diverse research applications including cAMP-mediated signaling events required for mammalian egg fertilization,2 sAC regulation of Na+ transport in the kidney,3 and mitochondrial-dependent apoptosis in response to various stress stimuli.4 KH7 is not active against sAC in the presence of detergents. At concentrations above 50 µM, KH7 exhibits non-specific membrane disruption effects when used on cells.

1 Wuttke, M.S., Buck, J., and Levin, L.R. Bicarbonate-regulated soluble adenylyl cyclase. JOP 2 154-158 (2001).

2 Hess, K.C., Jones, B.H., Marquez, B., et al. The “soluble” adenylyl cyclase in sperm mediates multiple signaling events required for fertilization. Dev Cell 9 249-259 (2005).

3 Hallows, K.R., Wang, H., Edinger, R.S., et al. Regulation of epithelial Na+ transport by soluble adenylyl cyclase in kidney collecting duct cells. J Biol Chem 284(9) 5774-5783 (2009).

4 Kumar, S., Kostin, S., Flacke, J., et al. Soluble adenylyl cyclase controls mitochondria-dependent apoptosis in coronary endothelial cells. J Biol Chem 284 14760-14768 (2009).

Formal Name 2-​(1H-​benzimidazol-​2-​ylthio)-​2-​[(5-​bromo-​2-​hydroxyphenyl)methylene]hydrazide,​ propanoic acid
CAS Number 330676-02-3
Molecular Formula C17H15BrN4O2S
Formula Weight 419.3
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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OC1=CC=C(Br)​C=C1/C=N/NC(C(C)​([H]​)​SC2=NC3=C(C=CC=C3)​N2)​=O

Background Reading

Wuttke, M.S., Buck, J., and Levin, L.R. Bicarbonate-regulated soluble adenylyl cyclase. JOP 2 154-158 (2001).

Hess, K.C., Jones, B.H., Marquez, B., et al. The “soluble” adenylyl cyclase in sperm mediates multiple signaling events required for fertilization. Dev Cell 9 249-259 (2005).

Hallows, K.R., Wang, H., Edinger, R.S., et al. Regulation of epithelial Na+ transport by soluble adenylyl cyclase in kidney collecting duct cells. J Biol Chem 284(9) 5774-5783 (2009).

Kumar, S., Kostin, S., Flacke, J., et al. Soluble adenylyl cyclase controls mitochondria-dependent apoptosis in coronary endothelial cells. J Biol Chem 284 14760-14768 (2009).

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KH7 is available in the following screening library:

Size Price Quantity Subtotal
5 mg $65.00 $0.00
10 mg $124.00 $0.00
25 mg $293.00 $0.00
50 mg $520.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-26. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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