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Merck
CN

SML2389

AP39

≥95% (HPLC)

Synonym(s):

(10-Oxo-10-(4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy)decyl)triphenylphosphonium bromide, AP 39, AP-39

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About This Item

Empirical Formula (Hill Notation):
C37H38BrO2PS3
CAS Number:
1429061-80-2
Molecular Weight:
721.77
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

AP39, ≥95% (HPLC)

InChI

1S/C37H38O2PS3.BrH/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;1H/q+1;/p-1

InChI key

PUEBFERUDPTIDR-UHFFFAOYSA-M

SMILES string

O=C(OC1=CC=C(C2=CC(SS2)=S)C=C1)CCCCCCCCC[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5.[Br-]

assay

≥95% (HPLC)

form

powder

storage condition

(Add Desiccant)

color

white to dark orange

solubility

DMSO: 2 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

Biochem/physiol Actions

AP39 is a anethole dithiolethione (ADT-OH)-derivatized hydrogen sulfide (H2S) donor with a lipophilic & positively charged triphenylphosphonium (TP) moiety for mitochondrially targeted H2S release. AP39 stimulates mitochondrial electron transport and cellular bioenergetic function, protecting against mitochondrial DNA damage and cell death upon oxidative stress induction (effective conc. 30–100 nM; bEnd.3 cells). AP39 in vivo efficacy (0.1-1 μmol/kg i.v.; 0.1-0.3 mg/kg i.p.) is demonstrated in varous rodent models, including neurological damage post cardiac arrest, renal injury post ischemia-reperfusion, burn-caused organ damage, as well as brain atrophy in APP/PS1 mice.
Mitochondrially targeted hydrogen sulfide (H2S) donor that protects against mitochondrial stress-induced cellular and tissue damage in vitro and in vivo.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000064815
0000064816
0000058537

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