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PZ0242

Sigma-Aldrich

PF-06658607

≥98% (HPLC)

Synonym(s):

(R)-1-(3-(4-Amino-3-(4-(3-ethynylphenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one, Ibrutinib-yne, Probe 4

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About This Item

Empirical Formula (Hill Notation):
C27H24N6O2
CAS Number:
1621002-24-1
Molecular Weight:
464.52
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

Application

PF-06658607 has been used to evaluate the proteome-wide selectivity of covalent kinase inhibitors.

Biochem/physiol Actions

PF-06658607 is an alkynylated irreversible Brutons tyrosine kinase (BTK) inhibitor that covalently reacts with active-site cysteine residues in the ATP binding pocket. PF-06658607 has been used as a probe for proteomic analysis to identify off-target binding substrates. The alkyne moiety allows for addition of an azide-based detection probe via copper-catalyzed click chemistry methods.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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Bryan R Lanning et al.
Nature chemical biology, 10(9), 760-767 (2014-07-21)
Kinases are principal components of signal transduction pathways and the focus of intense basic and drug discovery research. Irreversible inhibitors that covalently modify non-catalytic cysteines in kinase active sites have emerged as valuable probes and approved drugs. Many protein classes

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