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KH 7

Catalog No.GC16334 Copy One-Click Copy Product Info

KH 7 is a specific inhibitor of soluble adenylyl cyclase (sAC) with an IC50 of approximately 3-10µM against recombinant sAC protein .

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KH 7 Chemical Structure

Cas No.: 330676-02-3

Size Price Stock Qty
1mg
$35.00
In stock
5mg
$110.00
In stock
10mg
$208.00
In stock
25mg
$489.00
In stock
50mg
$866.00
In stock

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Sample solution is provided at 25 µL, 10mM.



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Description of KH 7

KH 7 is a specific inhibitor of soluble adenylyl cyclase (sAC) with an IC50 of approximately 3-10µM against recombinant sAC protein [1]. This compound is commonly used in studies of sperm motility, mitochondrial function, and intracellular cAMP signaling [2].

KH 7 (10-50μM; 1h) was added to wild-type sperm and inhibited the capacitation-induced increase in cAMP levels at a KH7 concentration with an IC50 of 10μM. At a higher concentration (50μM), KH 7 was selective for sAC (but not tmAC), despite concentrations 5- to 10-fold higher than its IC50, and significantly reduced basal cAMP accumulation in sperm[1]. Treatment of fibroblast cultures with KH 7, which inhibits intramitochondrial production of cAMP, causes a marked (35-50%) decrease of the overall amount of the mature forms of the nuclear-encoded NDUFS4, NDUFV2 and NDUFA9 subunits of complex I [2]. Treatment of human umbilical vein endothelial cells (HUVECs) with KH 7 (10µM) for 1 hour significantly reduced cellular cAMP levels in the endothelial cells [3]. In 293T-HEK cells stably overexpressing sAC and treated with KH 7(25μM; 1h), there was significant inhibition of enhanced respiration, increased COX activity, and elevated ATP synthesis[4].

References:
[1]. De Rasmo D, Signorile A, Santeramo A, et al. Intramitochondrial adenylyl cyclase controls the turnover of nuclear-encoded subunits and activity of mammalian complex I of the respiratory chain[J]. Biochimica et Biophysica Acta (BBA)-Molecular Cell Research, 2015, 1853(1): 183-191.
[2]. Chen M, Yi L, Jin X, et al. Resveratrol attenuates vascular endothelial inflammation by inducing autophagy through the cAMP signaling pathway[J]. Autophagy, 2013, 9(12): 2033-2045.
[3]. Hess K C, Jones B H, Marquez B, et al. The “soluble” adenylyl cyclase in sperm mediates multiple signaling events required for fertilization[J]. Developmental cell, 2005, 9(2): 249-259.
[4]. Acin-Perez R, Salazar E, Kamenetsky M, et al. Cyclic AMP produced inside mitochondria regulates oxidative phosphorylation[J]. Cell metabolism, 2009, 9(3): 265-276.

Protocol of KH 7

Cell experiment [1]:

Cell lines

Human fibroblast cell

Preparation Method

Fibroblasts were grown in DMEM supplemented with 10% fetal bovine serum and treated with 1μM isoproterenol and 25μM KH 7 for 35 minutes, respectively. The effects of KH 7 and isoproterenol on cAMP levels in the whole cell and at the outer mitochondrial membrane level in human fibroblast cultures were investigated.

Reaction Conditions

25μM; 35min

Applications

Treatment of fibroblast cultures withKH 7, which inhibits intramitochondrial production of cAMP, causes a marked (35–50%) decrease of the overall amount of the mature forms of the nuclear-encoded NDUFS4, NDUFV2 and NDUFA9 subunits of complex I.

References:
[1]. Chen M, Yi L, Jin X, et al. Resveratrol attenuates vascular endothelial inflammation by inducing autophagy through the cAMP signaling pathway[J]. Autophagy, 2013, 9(12): 2033-2045.

Chemical Properties of KH 7

Cas No. 330676-02-3 SDF
Chemical Name (S,Z)-2-((1H-benzo[d]imidazol-2-yl)thio)-N'-((3-bromo-6-oxocyclohexa-2,4-dien-1-ylidene)methyl)propanehydrazide
Canonical SMILES BrC1=C/C(C(C=C1)=O)=C/NNC([C@H](C)SC2=NC3=CC=CC=C3N2)=O
Formula C17H15BrN4O2S M.Wt 419.3
Solubility 25 mg/ml in DMSO, 30 mg/ml in DMF, 0.5 mg/ml in Ethanol Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of KH 7

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1 mg 5 mg 10 mg
1 mM 2.3849 mL 11.9246 mL 23.8493 mL
5 mM 477 μL 2.3849 mL 4.7699 mL
10 mM 238.5 μL 1.1925 mL 2.3849 mL
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

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3. All of the above co-solvents are available for purchase on the GlpBio website.

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Average Rating: 5 ★★★★★ (Based on Reviews and 31 reference(s) in Google Scholar.)

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