ChemicalBook--->CAS DataBase List--->634911-80-1

634911-80-1

634911-80-1 Structure

634911-80-1 Structure
IdentificationBack Directory
[Name]

3-[[(tert-Butoxy)carbonyl]amino]-5-fluoro-4-oxopentanoic acid methyl ester
[CAS]

634911-80-1
[Synonyms]

Caspase Inhibitor Boc-D-FMK
Caspase3-Inhibitor Boc-D-FMK
1-dimethylethoxy)carbonyl]amino]-5-fluoro-4-oxo-
3-[[(tert-Butoxy)carbonyl]amino]-5-fluoro-4-oxopentanoic acid methyl ester
Pentanoic acid, 3-[[(1,1-diMethylethoxy)carbonyl]aMino]-5-fluoro-4-oxo-, Methyl ester
BOC-D-FMK (Pentanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-5-fluoro-4-oxo-, methyl ester)
[Molecular Formula]

C11H18FNO5
[MDL Number]

MFCD03453073
[MOL File]

634911-80-1.mol
[Molecular Weight]

263.26
Chemical PropertiesBack Directory
[Boiling point ]

383.5±37.0 °C(Predicted)
[density ]

1.150
[storage temp. ]

-20°C
[solubility ]

DMSO: 5mg/mL
[form ]

<31.2°C Solid,>31.2°C Liquid
[pka]

10.12±0.46(Predicted)
[color ]

Light yellow to yellow
[InChI]

InChI=1S/C11H18FNO5/c1-11(2,3)18-10(16)13-7(8(14)6-12)5-9(15)17-4/h7H,5-6H2,1-4H3,(H,13,16)
[InChIKey]

MXOOUCRHWJYCAL-UHFFFAOYSA-N
[SMILES]

C(OC)(=O)CC(NC(OC(C)(C)C)=O)C(=O)CF
Safety DataBack Directory
[WGK Germany ]

WGK 1
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Boc-D-FMK is a cell-permeable, irreversible and broad spectrum caspase inhibitor. Boc-D-FMK inhibits apoptosis stimulated by TNF-α with an IC50 of 39 μM.
[Biological Activity]

Cell permeable: yes''Primary Target
broad spectrum caspase''Product does not compete with ATP.''Reversible: no
[in vivo]

Boc-D-FMK-fmk effectively attenuates the hepatocyte apoptosis in bile duct-ligated rats and may improve the survival rates after endotoxin challenge[3]. A single injection of Boc-D-FMK results in longterm protection of MNs against root avulsion-induced death for more than 8 weeks and the Boc-D-FMK-treated MNs are able to regenerate their axons into an implanted PN graft and reinnervate the target muscle[4].

[IC 50]

Caspase
[References]

[1] Cowburn AS, et al. z-VAD-fmk augmentation of TNF alpha-stimulated neutrophil apoptosis is compound specific and does not involve the generation of reactive oxygen species. DOI:10.1182/blood-2004-07-2870
[2] Yee SB, et al. zVAD-fmk, unlike BocD-fmk, does not inhibit caspase-6 acting on 14-3-3/Bad pathway in apoptosis of p815 mastocytoma cells. Exp Mol Med. 2006 Dec 31;38(6):634-42. DOI:10.1038/emm.2006.75
[3] Sheen-Chen SM, et al. Effect of Boc-D-Fmk on hepatocyte apoptosis after bile duct ligation in rat and survival rate after endotoxin challenge. J Gastroenterol Hepatol. 2008 Aug;23(8 Pt 1):1276-9. DOI:10.1111/j.1440-1746.2008.05368.x
[4] Chan YM, et al. Inhibition of caspases promotes long-term survival and reinnervation by axotomized spinal motoneurons of denervated muscle in newborn rats. Exp Neurol. 2003 Jun;181(2):190-203. DOI:10.1016/s0014-4886(03)00023-2
Spectrum DetailBack Directory
[Spectrum Detail]

3-[[(tert-Butoxy)carbonyl]amino]-5-fluoro-4-oxopentanoic acid methyl ester(634911-80-1)1HNMR
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