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SML2389

Sigma-Aldrich

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:
Molecular Weight:
721.77
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥95% (HPLC)

form

powder

color

white to dark orange

solubility

DMSO: 2 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

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-]

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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