Skip to Content
Merck
All Photos(1)

Documents

B2682

Sigma-Aldrich

Boc-Asp(OMe)-fluoromethyl ketone

≥90% (TLC), solid

Synonym(s):

Boc-D-FMK

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C11H18NO5F
CAS Number:
Molecular Weight:
263.26
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Qiruo Gao et al.
Cell biochemistry and biophysics, 70(1), 461-465 (2014-05-06)
Adiponectin, an adipose tissue-derived hormone, has been studied intensively for the past decade because of its anti-inflammatory, anti-atherogenic, and anti-diabetic properties. Recent advances suggest that adiponectin also plays an important role in the development and progression of various cancers. Accumulating
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service