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α-Cyano-2,3,4,5,6-pentafluorocinnamic acid

Name: α-Cyano-2,3,4,5,6-pentafluorocinnamic acid
Brand: SIAL

matrix substance for MALDI-MS, ≥95.0% (HPLC)

Synonym(s):

2-Cyano-3-(2,3,4,5,6-pentafluorophenyl)-2-propenoic acid, PentaFCCA

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₂F₅NO₂

CAS Number:

1097814-03-3

Molecular Weight:

263.12

Beilstein:

22870656

MDL number:

MFCD11548138

UNSPSC Code:

41116105

PubChem Substance ID:

329755684

grade

matrix substance for MALDI-MS

Quality Level

100

Assay

≥95.0% (HPLC)

analyte functional class(es)

drugs of abuse, ionic liquids (quantification)

analyte chemical class(es)

chlorinated lipids, lipids, peptides, phospholipids, phosphopeptides

technique(s)

collision-induced dissociation MS/MS (CID-MS/MS): suitable
matrix-enhanced secondary ion MS (ME-SIMS): suitable

solubility

methanol: 100 mg/10 mL, clear, colorless to light yellow

SMILES string

OC(/C(C#N)=C/C1=C(F)C(F)=C(F)C(F)=C1F)=O

InChI

1S/C10H2F5NO2/c11-5-4(1-3(2-16)10(17)18)6(12)8(14)9(15)7(5)13/h1H,(H,17,18)/b3-1+

InChI key

LYNQRDIQUFMLTI-HNQUOIGGSA-N

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Product No.

Description

Pricing

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H315,H319,H335

Precautionary Statements

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

BCBL7699V

BCBL7699

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Matching the laser wavelength to the absorption properties of matrices increases the ion yield in UV-MALDI mass spectrometry.

Marcel Wiegelmann et al.

Analytical and bioanalytical chemistry, 405(22), 6925-6932 (2012-10-16)

A high analytical sensitivity in ultraviolet matrix-assisted laser desorption ionization mass spectrometry (MALDI-MS) is only achieved if the laser wavelength corresponds to a high optical absorption of the matrix. Laser fluence and the physicochemical properties of the compounds, e.g., the

Peptide mass fingerprinting after less specific in-gel proteolysis using MALDI-LTQ-Orbitrap and 4-chloro-alpha-cyanocinnamic acid.

Dimitrios G Papasotiriou et al.

Journal of proteome research, 9(5), 2619-2629 (2010-04-07)

Peptide Mass Fingerprinting (PMF) of tryptically in-gel digested samples is a well-established protein identification technique for MALDI mass spectrometry but an in-depth PMF evaluation for in-gel digestions of less specific enzymes is still missing. This study demonstrates that the MALDI-LTQ-Orbitrap

The new matrix 4-chloro-alpha-cyanocinnamic acid allows the detection of phosphatidylethanolamine chloramines by MALDI-TOF mass spectrometry.

Thorsten Jaskolla et al.

Journal of the American Society for Mass Spectrometry, 20(5), 867-874 (2009-02-10)

Phosphatidylethanolamines (PEs) are abundant lipid constituents of the cellular membrane. The amino group of PEs exhibits high reactivity with hypochlorous acid that is generated under inflammatory conditions in vivo. The analysis of the resulting PE mono- and dichloramines is of

Color matters--material ejection and ion yields in UV-MALDI mass spectrometry as a function of laser wavelength and laser fluence.

Jens Soltwisch et al.

Journal of the American Society for Mass Spectrometry, 24(10), 1477-1488 (2013-08-15)

The success of matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) as a widely employed analytical tool in the biomolecular sciences builds strongly on an effective laser-material interaction that is resulting in a soft co-desorption and ionization of matrix and imbedded biomolecules.

Comparison between the matrices alpha-cyano-4-hydroxycinnamic acid and 4-chloro-alpha-cyanocinnamic acid for trypsin, chymotrypsin, and pepsin digestions by MALDI-TOF mass spectrometry.

Thorsten W Jaskolla et al.

Journal of proteome research, 8(7), 3588-3597 (2009-05-14)

The performance of the recently developed 4-chloro-alpha-cyanocinnamic acid (Cl-CCA) matrix-assisted laser desorption ionization mass spectrometry (MALDI MS) matrix was investigated in comparison to the most widely used matrix alpha-cyano-4-hydroxycinnamic acid (CHCA). For this purpose, in-solution digestions of standard proteins in

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