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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/REAXYS Number:
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

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL7698V
BCBL7698

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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
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.
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
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
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