Boc-D-FMK

Names

[ Name ]:
Boc-D-FMK

[Synonym ]:
Pentanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-5-fluoro-4-oxo-, methyl ester, (3S)-
pentanoic acid, 3-[[(1E)-(1,1-dimethylethoxy)hydroxymethylene]amino]-5-fluoro-4-oxo-, methyl ester, (3S)-
caspase inhibitor3
Methyl (3S)-5-fluoro-3-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-4-oxopentanoate

Biological Activity

[Description]:

Boc-Asp(OME)-Fluoromethyl Ketone is a broad range caspase inhibitor that inhibits Fas-mediated phagocytosis and oxidative rupture inhibition, but does not affect the chemotactic activity of IL-8[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Caspase

Research Areas >> Inflammation/Immunology

[Target]

Caspase

[In Vitro]

Boc-Asp(OME)-Fluoromethyl Keton (100 μM; 30 minutes; Polymorphonuclear leukocytes) prevents Fas-induced and spontaneous apoptosis (−CH-11)[1]. Boc-Asp(OME)-Fluoromethyl Keton (20 μM; 5 hours; J774.1/JA-4 cells) significantly increases LDH release[2].

[References]

[1]. Paunel-Görgülü A, et al. Stimulation of Fas signaling down-regulates activity of neutrophils from major trauma patients with SIRS. Immunobiology. 2011;216(3):334-342.

[2]. Koike A, et al. Pan-caspase inhibitors induce necroptosis via ROS-mediated activation of mixed lineage kinase domain-like protein and p38 in classically activated macrophages. Exp Cell Res. 2019;380(2):171-179.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
383.5±37.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₁H₁₈FNO₅

[ Molecular Weight ]:
263.263

[ Flash Point ]:
185.7±26.5 °C

[ Exact Mass ]:
263.116913

[ PSA ]:
81.70000

[ LogP ]:
1.91

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.440

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2924199090

Customs

[ HS Code ]: 2924199090

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

C1 Domain-targeted isophthalate derivatives induce cell elongation and cell cycle arrest in HeLa cells.

PLoS ONE 6 , e20053, (2011)

Diacylglycerol (DAG)-mediated signaling pathways, such as those mediated by protein kinase C (PKC), are central in regulating cell proliferation and apoptosis. DAG-responsive C1 domains are therefore ...

Caspase inhibitors promote the survival of avulsed spinal motoneurons in neonatal rats.

Neuroreport 12 , 541, (2001)

Following ventral root avulsion in neonatal animals, the degeneration of spinal motoneurons occurs by an apoptotic-like morphological pathway. In adult animals, however, the mechanism of degeneration ...

The maternal-effect gene cellular island encodes aurora B kinase and is essential for furrow formation in the early zebrafish embryo.

PLoS Genet. 5 , e1000518, (2009)

Females homozygous for a mutation in cellular island (cei) produce embryos with defects in cytokinesis during early development. Analysis of the cytoskeletal events associated with furrow formation re...