Skip to Content
MilliporeSigma
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
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C11H18NO5F
CAS Number:
187389-53-3
Molecular Weight:
263.26
MDL number:
MFCD03453073
UNSPSC Code:
12352209
PubChem Substance ID:
329773206
NACRES:
NA.77

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
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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

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
Caspase-independent cell death induced by anti-CD2 or staurosporine in activated human peripheral T lymphocytes
Deas O, et al.
Journal of immunology (Baltimore, Md. : 1950), 161(7), 3375-3383 (1998)
Broad-spectrum caspase inhibitors: from myth to reality?
Chauvier D, et al.
Cell Death and Differentiation, 14(2), 387-391 (2007)
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
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)
View All Related Papers

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