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B2682

Boc-Asp(OMe)-fluoromethyl ketone

Name: Boc-Asp(OMe)-fluoromethyl ketone
Brand: SIGMA

≥90% (TLC), solid

Synonym(s):

Boc-D-FMK

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₈NO₅F

CAS Number:

187389-53-3

Molecular Weight:

263.26

NACRES:

NA.77

PubChem Substance ID:

329773206

UNSPSC Code:

12352209

MDL number:

MFCD03453073

Assay:

≥90% (TLC)

Form:

solid

Quality level:

100

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Quality Level

100

assay

≥90% (TLC)

form

solid

solubility

DMF: soluble

storage temp.

−20°C

SMILES string

COC(=O)C[C@H](NC(=O)OC(C)(C)C)C(=O)CF

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)/t7-/m0/s1

InChI key

MXOOUCRHWJYCAL-ZETCQYMHSA-N

Related Categories

Bioactive Small Molecule Inhibitors

Application

Boc-Asp(OMe)-fluoromethyl ketone (Boc-D-fmk) has been used as a caspase inhibitor to study its effects on lactate dehydrogenase (LDH) leakage, apoptosis and virus proliferation in chorion cells , as a component of the transplantation medium for the transplantation of human embryonic stem cells (ESC)-derived medial ganglionic eminence (MGE) cells into hippocampus of mice , as a protease inhibitor to study its effects on cell death in parasites .

Biochem/physiol Actions

Boc-Asp(OMe)-fluoromethyl ketone (Boc-D-fmk) permits cell permeability. It is a caspase inhibitor and suppresses apoptosis induced by various kinds of stimuli. Boc-D-fmk poorly inhibits caspases-2, -5, -6 and -10.

pictograms

GHS07

signalword

Warning

hcodes

H319

pcodes

P264 - P280 - P305 + P351 + P338 - P337 + P313

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Lactate dehydrogenase leakage as a marker for apoptotic cell degradation induced by influenza virus infection in human fetal membrane cells

Uchide N, et al.

Intervirology, 52(3), 164-173 (2009)

Differentiation of human pluripotent stem cells into Medial Ganglionic Eminence vs. Caudal Ganglionic Eminence cells

Ahn S, et al.

Methods, 101(3), 103-112 (2016)

Heat-induced programmed cell death in Leishmania infantum is reverted by Bcl-X L expression

Alzate JF, et al.

Apoptosis, 11(2), 161-171 (2006)

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

Y M Chan et al.

Neuroreport, 12(3), 541-545 (2001-03-10)

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 of injured motoneurons is still controversial. Because caspases are important mediators of apoptosis, we

Broad-spectrum caspase inhibitors: from myth to reality?

Chauvier D, et al.

Cell Death and Differentiation, 14(2), 387-391 (2007)

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Global Trade Item Number

SKU	GTIN
B2682-3MG	04061833267752

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