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SML2807

Sigma-Aldrich

JP4-039

≥98% (HPLC)

Synonym(e):

4-[[(3E,5S)-5-[[(1,1-Dimethylethoxy)carbonyl]amino]-7-methyl-1-oxo-3-octen-1-yl]amino]-2,2,6,6-tetramethyl-1-piperidinyloxy, JP 4-039

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About This Item

Empirische Formel (Hill-System):
C23H42N3O4
CAS-Nummer:
1205492-16-5
Molekulargewicht:
424.60
UNSPSC-Code:
12352200
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Farbe

faint yellow to dark orange

Löslichkeit

DMSO: 2 mg/mL, clear

Lagertemp.

−20°C

SMILES String

O=C(C/C=C/[C@@H](NC(OC(C)(C)C)=O)CC(C)C)NC1CC(C)(C)N([O])C(C)(C)C1

Biochem./physiol. Wirkung

JP4-039 is an electron-/reactive oxygen species (ROS)-scavenging GS-nitroxide composed of 4-amino-TEMPO and a truncated gramicidin S (GS) mitochrondria-targeting sequence. JP4-039 is a superior irradiation mitigator than XJB-5-131 (33% vs. 20% mice survial rate on day 35 with respective compound; 23.6 μmol/kg iv. 24 hr post 9.5 Gy whole body irradiation), while displaying weaker anti-ferroptotic potency (EC50 = 3.58 μM/1.27 μM against 10 μM erastin-/2 μM RSL3-induced HT-1080 ferroptosis vs. 114 nM/68 nM with XJB-5-131) due to lower lipophilicity & mitochondria enrichment. Typical dosing range: 40 nM-10 μM in cultures and 10-20 mg/kg in mice (im., ip., iv.) in vivo.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

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Malolan S Rajagopalan et al.
In vivo (Athens, Greece), 23(5), 717-726 (2009-09-26)
It was unknown if a mitochondria-targeted nitroxide (JP4-039) could augment potentially lethal damage repair (PLDR) of cells in quiescence. We evaluated 32D cl 3 murine hematopoietic progenitor cells which were irradiated and then either centrifuged to pellets (to simulate PLDR
Abhay Gokhale et al.
In vivo (Athens, Greece), 24(4), 377-385 (2010-07-30)
We studied radioprotection and mitigation by mitochondrial-targeted Tempol (GS-nitroxide, JP4-039), in a mouse injury/irradiation model of combined injury (fracture/irradiation). Right hind legs of control C57BL/6NHsd female mice, mice pretreated with MnSOD-PL, JP4-039, or with amifostine were irradiated with single and
Justin Steinman et al.
Radiation research, 189(1), 68-83 (2017-11-16)
The acute lethality of total-body irradiation (TBI) involves damage to multiple organs, including bone marrow and intestine. Ionizing radiation mitigators that are effective when delivered 24 h or later after TBI include the anti-apoptotic drug, JP4-039 and the anti-necroptotic drug
Liang Wei et al.
Scientific reports, 8(1), 2072-2072 (2018-02-03)
Total body irradiation (TBI) leads to dose- and tissue-specific lethality. In the current study, we demonstrate that a mitochondrion-targeted nitroxide JP4-039 given once 24 hours after 9-10 Gy TBI significantly improves mouse survival, and the recovery of intestinal barrier, differentiation and stem
Mark E Bernard et al.
Radiation research, 176(5), 603-612 (2011-09-24)
Fanconi anemia (FA) is an inherited disorder characterized by defective DNA repair and cellular sensitivity to DNA crosslinking agents. Clinically, FA is associated with high risk for marrow failure, leukemia and head and neck squamous cell carcinoma (HNSCC). Radiosensitivity in
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