Skip to Content
MilliporeSigma
All Photos(1)

Documents

930423

Sigma-Aldrich

CP-alkyne

≥95%

Synonym(s):

2,4,6-Trimethyl-1-(methyl((pent-4-yn-1-yloxy)carbonyl)amino)pyridin-1-ium tetrafluoroborate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C15H21BF4N2O2
Molecular Weight:
348.14
UNSPSC Code:
41116164
NACRES:
NA.22

description

Application: Chemoproteomics

Quality Level

100

assay

≥95%

form

liquid

storage temp.

−20°C

SMILES string

CC1=CC(C)=[N+](N(C(OCCCC#C)=O)C)C(C)=C1.F[B-](F)(F)F

Application

CP-alkyne is a probe that can be used to photochemically label tryptophans. A method was developed using cysteine-reactive compounds including this one to allow for unbiased analysis of proteomic data in quantitative applications (Zanon et al. 2021). The method uses light or heavy labelling with the isotopically labelled desthiobiotin azide (isoDTB) tag for mass spectrometry analysis (Zanon et al. 2020). Analysis then uses the isotopic tandem orthogonal proteolysis activity-based protein profiling (isoTOP-ABPP) workflow (Weerapana et al. 2010, Backus et al. 2016)

Other Notes

1. Profiling the proteome-wide selectivity of diverse electrophiles

2. A quantitative thiol reactivity profiling platform to analyze redox and electrophile reactive cysteine proteomes

3. Ethynylation of Cysteine Residues: From Peptides to Proteins in Vitro and in Living Cells

4. A Chemoproteomic Platform To Assess Bioactivation Potential of Drugs

5. Inhibition of Zinc-Dependent Histone Deacetylases with a Chemically Triggered Electrophile

6. Reversibility of Covalent Electrophile-Protein Adducts and Chemical Toxicity

wgk_germany

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’.

Already Own This Product?

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

Visit the Document Library

Profiling the proteome-wide selectivity of diverse electrophiles
Patrick R. A. Zanon ,Fengchao Yu, et al
ChemRxiv : the preprint server for chemistry (2021)
Ping Yu et al.
Nucleosides, nucleotides & nucleic acids, 40(7), 754-766 (2021-06-29)
We report herein comprehensive investigations of alkylation/sulfur exchange reactions of sulfur-containing substrates including nucleosides such as s2U, m5s2U, s4U, s2A and s2T-incorporated DNA enable by comprehensive screenings of the reagents (2a-2h). It has been proven that iodoacetamide (2a) displays the
Rui Sun et al.
Chemical research in toxicology, 30(10), 1797-1803 (2017-09-30)
Reactive metabolites (RM) formed from bioactivation of drugs can covalently modify liver proteins and cause mechanism-based inactivation of major cytochrome P450 (CYP450) enzymes. Risk of bioactivation of a test compound is routinely examined as part of lead optimization efforts in
Yide He et al.
Talanta, 134, 468-475 (2015-01-27)
In this work, we present a two-step labeling approach for the efficient tagging with lanthanide-containing complexes. For this purpose, derivatization of the cysteine residues with an alkyne group acting as linker was done before the DOTA complex was introduced using
Zarko V Boskovic et al.
ACS chemical biology, 11(7), 1844-1851 (2016-04-12)
Unbiased binding assays involving small-molecule microarrays were used to identify compounds that display unique patterns of selectivity among members of the zinc-dependent histone deacetylase family of enzymes. A novel, hydroxyquinoline-containing compound, BRD4354, was shown to preferentially inhibit activity of HDAC5
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