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Merck
CN

94141

4-Chloro-α-cyanocinnamic acid

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

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

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About This Item

Empirical Formula (Hill Notation):
C10H6ClNO2
CAS Number:
Molecular Weight:
207.61
UNSPSC Code:
23151817
NACRES:
NA.21
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2616773
Assay:
≥95.0% (HPLC)
Form:
crystals
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InChI key

MXCRRKYUQNHWLJ-VMPITWQZSA-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+

SMILES string

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

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

suitability

suitable for matrix substance for MALDI-MS

Quality Level

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Application

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

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

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

Storage Class

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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Thorsten W Jaskolla et al.
Journal of the American Society for Mass Spectrometry, 22(6), 976-988 (2011-09-29)
This work experimentally verifies and proves the two long since postulated matrix-assisted laser desorption/ionization (MALDI) analyte protonation pathways known as the Lucky Survivor and the gas phase protonation model. Experimental differentiation between the predicted mechanisms becomes possible by the use
Joerg Flemmig et al.
Chemistry and physics of lipids, 161(1), 44-50 (2009-07-07)
The binding of the heme enzyme myeloperoxidase to phosphatidylserine epitopes on the surface of non-vital polymorphonuclear leukocytes and other cells at inflammatory sites favours modifications of this phospholipid by myeloperoxidase products. As detected by MALDI-TOF mass spectrometry hypochlorous acid and
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.
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
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

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