A mitochondrial H2S donor
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AP39

Item No. 17100

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[10-oxo-10-[4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy]decyl]triphenyl-phosphonium
CAS Number
1429173-57-8
Molecular Formula
C37H38O2PS3
Formula Weight
641.9
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in dichloromethane
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 20 mg/mlEthanol: 16 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
226, 267, 319, 430 nm
SMILES
S=C(SS1)C=C1C(C=C2)=CC=C2OC(CCCCCCCCC[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)=O
InChi Code
InChI=1S/C37H38O2PS3/c38-36(39-31-26-24-30(25-27-31)35-29-37(41)43-42-35)23-15-4-2-1-3-5-16-28-40(32-17-9-6-10-18-32,33-19-11-7-12-20-33)34-21-13-8-14-22-34/h6-14,17-22,24-27,29H,1-5,15-16,23,28H2/q+1
InChi Key
IJPVLCJPNDOZKZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $36

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    5 mg

    $124

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    10 mg

    $229

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    25 mg

    $396

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    Product Description

    AP39 is a compound used to increase the levels of hydrogen sulfide (H2S) within mitochondria.1 It consists of a mitochondria-targeting motif (triphenylphosphonium) coupled to an H2S-donating moiety (dithiolethione) by an aliphatic linker. AP39 (30-300 nM) dose-dependently increases H2S levels in endothelial cells, predominantly in mitochondrial regions.1 It stimulates mitochondrial electron transport and improves cellular bioenergetic function at lower concentrations (30-100 nM), while having an inhibitory effect at 300 nM.1 Under oxidative stress conditions induced by glucose oxidase, AP39 has antioxidant and cytoprotective effects.1 AP39 is effective in vivo, inhibiting voltage-dependent T-type calcium channels and improving hemodynamic parameters in rats.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Szczesny, B., Módis, K., Yanagi, K., et al. AP39, a novel mitochondria-targeted hydrogen sulfide donor, stimulates cellular bioenergetics, exerts cytoprotective effects and protects against the loss of mitochondrial DNA integrity in oxidatively stressed endothelial cells in vitro. Nitric Oxide 41, 120-130 (2014).

    2. Tomasova, L., Pavlovicova, M., Malekova, L., et al. Effects of AP39, a novel triphenylphosphonium derivatised anethole dithiolethione hydrogen sulfide donor, on rat haemodynamic parameters and chloride and calcium Cav3 and RyR2 channels. Nitric Oxide 46, 131-144 (2015).