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94141

Supelco

4-Chloro-α-cyanocinnamic acid

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:
69727-07-7
Molecular Weight:
207.61
Beilstein:
2616773
MDL number:
MFCD02317172
UNSPSC Code:
12000000
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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Application

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

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Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H312 + H332

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

94141-BULK:
94141-100MG:4548173333588
94141-VAR:

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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
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
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
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
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
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