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KH7

Item № 13243
CAS № 330676-02-3
Purity ≥98%
product image
                (CAS 330676-02-3)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $65.00 0.00
     10 mg $124.00 0.00
     25 mg $293.00 0.00
     50 mg $520.00 0.00

Pricing updated 2019-03-18. Prices are subject to change without notice.

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.

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Technical Information
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
Purity
≥98%
Formulation
A crystalline solid
λmax
284, 337 nm
SMILES
OC1=CC=C(Br)C=C1/C=N/NC(C(C)([H])SC2=NC3=C(C=CC=C3)N2)=O
InChI Code
InChI=1S/C17H15BrN4O2S/c1-10(25-17-20-13-4-2-3-5-14(13)21-17)16(24)22-19-9-11-8-12(18)6-7-15(11)23/h2-10,23H,1H3,(H,20,21)(H,22,24)/b19-9+
InChI Key
WILMXUAKQKGGCC-DJKKODMXSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Wuttke, M.S., Buck, J., and Levin, L.R. Bicarbonate-regulated soluble adenylyl cyclase Journal of the Pancreas 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 Developmental 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 The Journal of Biological Chemisty 284(9), 5774-5783 (2009).

4. Kumar, S., Kostin, S., Flacke, J.P., et al. Soluble adenylyl cyclase controls mitochondria-dependent apoptosis in coronary endothelial cells The Journal of Biological Chemisty 284, 14760-14768 (2009).

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