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4-Chloro-α-cyanocinnamic acid

Name: 4-Chloro-α-cyanocinnamic acid
Brand: SIAL

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

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Synonym(s):

3-(4-Chlorophenyl)-2-cyano-2-propenoic acid, 3-(4-Chlorophenyl)-2-cyanoacrylic acid, p-Chloro-α-cyanocinnamic acid, p-Chlorobenzylidenecyanoacetic acid, ClCCA, NSC 2479

Empirical Formula (Hill Notation):

C₁₀H₆ClNO₂

CAS Number:

69727-07-7

Molecular Weight:

207.61

Beilstein:

2616773

MDL number:

MFCD02317172

PubChem Substance ID:

329770304

NACRES:

NA.21

grade

matrix substance for MALDI-MS

Quality Level

100

Assay

≥95.0% (HPLC)

form

crystals

analyte functional class(es)

drugs of abuse, ionic liquids

analyte chemical class(es)

chlorinated lipids, lipids, peptides, phospholipids, phosphopeptides

technique(s)

MALDI-MS: suitable

solubility

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

SMILES string

OC(=O)\C(=C\c1ccc(Cl)cc1)C#N

InChI

1S/C10H6ClNO2/c11-9-3-1-7(2-4-9)5-8(6-12)10(13)14/h1-5H,(H,13,14)/b8-5+

InChI key

MXCRRKYUQNHWLJ-VMPITWQZSA-N

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Chromatography & Spectroscopy Reagents

Application

suitable as MALDI-Matrix material
suitable for collision-induced dissociation MS/MS (CID-MS/MS)

related product

Product No.

Description

Pricing

Signal Word

Danger

Hazard Statements

H301 - H312 + H332

Precautionary Statements

P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P312

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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MALDI-TOF-MS analysis of sialylated glycans and glycopeptides using 4-chloro-α-cyanocinnamic acid matrix.

Maurice H J Selman et al.

Proteomics, 12(9), 1337-1348 (2012-05-17)

For MALDI analysis of glycans and glycopeptides, the choice of matrix is crucial in minimizing desialylation by mass spectrometric in-source and metastable decay. Here, we evaluated the potential of 4-chloro-α-cyanocinnamic acid (Cl-CCA) for MALDI-TOF-MS analysis of labile sialylated tryptic N-glycopeptides

High-throughput IgG Fc N-glycosylation profiling by mass spectrometry of glycopeptides.

Maja Pučić Baković et al.

Journal of proteome research, 12(2), 821-831 (2013-01-10)

Age and sex dependence of subclass specific immunoglobulin G (IgG) Fc N-glycosylation was evaluated for 1709 individuals from two isolated human populations. IgGs were obtained from plasma by affinity purification using 96-well protein G monolithic plates and digested with trypsin.

Identification of multiphosphorylated peptides in milk.

Florian Baum et al.

Journal of agricultural and food chemistry, 61(38), 9110-9117 (2013-09-03)

Multiphosphorylated peptides endogenously present in milk exert anticariogenic activity due to their calcium binding capacity. This study performed comprehensive analysis of multiphosphorylated peptides in raw milk using matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF-MS). Since phosphopeptides are often negatively

Alternative CHCA-based matrices for the analysis of low molecular weight compounds by UV-MALDI-tandem mass spectrometry.

Tiffany Porta et al.

Journal of mass spectrometry : JMS, 46(2), 144-152 (2011-01-25)

Analysis of low molecular weight compounds (LMWC) in complex matrices by vacuum matrix-assisted laser desorption/ionization (MALDI) often suffers from matrix interferences, which can severely degrade limits of quantitation. It is, therefore, useful to have available a range of suitable matrices

Evaluation of the new MALDI matrix 4-chloro-alpha-cyanocinnamic acid.

John D Leszyk

Journal of biomolecular techniques : JBT, 21(2), 81-91 (2010-07-02)

MALDI-TOF continues to be an important tool for many proteomic studies. Recently, a new rationally designed matrix 4-chloro-alpha-cyanocinnamic acid was introduced, which is reported to have superior performance as compared with the "gold standard" alpha-cyano-4-hydroxycinnamic acid (CHCA). In this study

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