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Key Documents

SML2982

Sigma-Aldrich

XJB-5-131

≥95% (HPLC)

Synonym(s):

1-[(2S,3E,5S)-5-[[(1,1-Dimethylethoxy)carbonyl]amino]-7-methyl-1-oxo-2-(phenylmethyl)-3-octen-1-yl]-L-prolyl-L-valyl-N5-[(phenylmethoxy)carbonyl]-N-(2,2,6,6-tetramethyl-1-oxy-4-piperidinyl)-L-ornithinamide, Boc-Leu-Ψ[€-CH=CH]-D-Phe-Pro-Val-Orn(Cbz)-TEMPO, XJB 5-131

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About This Item

Empirical Formula (Hill Notation):
C53H80N7O9
CAS Number:
Molecular Weight:
959.24
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥95% (HPLC)

form

film or powder

color

white to beige

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(N[C@@H](CC(C)C)/C=C/[C@H](CC1=CC=CC=C1)C(N2CCC[C@H]2C(N[C@@H](C(C)C)C(N[C@@H](CCCNC(OCC3=CC=CC=C3)=O)C(NC4CC(C)(N([O])C(C)(C4)C)C)=O)=O)=O)=O)=O

Biochem/physiol Actions

XJB-5-131 is a mitochrondria-targeted electron-/reactive oxygen species (ROS)-scavenging GS-nitroxide composed of 4-amino-TEMPO and the gramicidin S (GS)-derived peptide Boc-Leu-Ψ[€-CH=CH]-D-Phe-Pro-Val-Orn(Cbz). XJB-5-131 offers 39-fold greater anti-ferroptotic efficacy than JP4-039 in HT-1080 cultures (100% viability with 200 nM XJB-5-131 against ferroptosis induction by 10 μM FINO2) and is a widely employed mitochondrial antioxidant both in cultures (typical range: 40 nM-2 μM) and in animal dissease models in vivo (e.g. 2 mg/kg via ip.or iv.; mice & rats).

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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