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Sigma-Aldrich

α-Cyano-4-hydroxycinnamic acid

matrix substance for MALDI-MS, Ultra pure

Synonym(s):

α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

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About This Item

Linear Formula:
HOC6H4CH=C(CN)CO2H
CAS Number:
Molecular Weight:
189.17
Beilstein:
3271427
EC Number:
MDL number:
UNSPSC Code:
41116105
PubChem Substance ID:
NACRES:
NA.21

grade

matrix substance for MALDI-MS

Quality Level

form

solid

analyte chemical class(es)

glycans, peptides, proteins

technique(s)

MALDI-MS: suitable

mp

245-250 °C (lit.)
245-250 °C

solubility

methanol: 10 mg/mL, clear

cation traces

Al: ≤1 mg/kg
Ba: ≤1 mg/kg
Ca: ≤1 mg/kg
Cd: ≤1 mg/kg
Co: ≤1 mg/kg
Cr: ≤1 mg/kg
Cu: ≤1 mg/kg
Fe: ≤1 mg/kg
K: ≤1 mg/kg
Li: ≤1 mg/kg
Mg: ≤1 mg/kg
Mn: ≤1 mg/kg
Na: ≤1 mg/kg
Ni: ≤1 mg/kg
Pb: ≤1 mg/kg
Sr: ≤1 mg/kg
Zn: ≤1 mg/kg

storage temp.

2-8°C

SMILES string

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

InChI

1S/C10H7NO3/c11-6-8(10(13)14)5-7-1-3-9(12)4-2-7/h1-5,12H,(H,13,14)/b8-5+

InChI key

AFVLVVWMAFSXCK-VMPITWQZSA-N

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General description

α-Cyano-4-hydroxycinnamic acid (α-CHCA) functions as matrix and helps in facilitating ionization of proteins and peptides in a matrix-assisted laser desorption/ionization (MALDI) time-of-flight (TOF) mass spectrometer.

Application

It was used as matrix in improving the detection of low concentration protein digests on MALDI-TOF.

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1B

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Xiangping Zhu et al.
Journal of biomolecular techniques : JBT, 14(4), 298-307 (2004-01-13)
Alpha-cyano-4-hydroxycinnamic acid (alpha-CHCA) as a matrix facilitates the ionization of proteins and peptides in a matrix-assisted laser desorption/ionization (MALDI) time-of-flight (TOF) mass spectrometer. The matrix itself also ionizes and so do its sodium and potassium adducts. Matrix clusters and metal
Jeong Hee Moon et al.
Journal of the American Society for Mass Spectrometry, 23(1), 162-170 (2011-11-04)
Preformed ion emission is the main assumption in one of the prevailing theories for peptide and protein ion formation in matrix-assisted laser desorption ionization (MALDI). Since salts are in preformed ion forms in the matrix-analyte mixture, they are ideal systems
Anne R Diers et al.
The Biochemical journal, 444(3), 561-571 (2012-03-31)
Recent studies have highlighted the fact that cancer cells have an altered metabolic phenotype, and this metabolic reprogramming is required to drive the biosynthesis pathways necessary for rapid replication and proliferation. Specifically, the importance of citric acid cycle-generated intermediates in
A Yaromina et al.
Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al], 188(5), 431-437 (2012-02-22)
High pretreatment tumor lactate content is associated with poor outcome after fractionated irradiation in human squamous cell carcinoma (hSCC) xenografts. Therefore, decreasing lactate content might be a promising approach for increasing tumor radiosensitivity. As the basis for such experiments, the
Zhiqiang Zhao et al.
Cancer letters, 342(1), 150-158 (2013-09-10)
Monocarboxylate transporter isoform 1 (MCT1) is an important member of the proton-linked MCT family and has been reported in an array of human cancer cell lines and primary human tumors. MCT1 expression is associated with developing a new therapeutic approach

Articles

One of the most important aspects of our ultra-pure MALDI matrix substances is their ability to dissolve rapidly and completely; a brief vortex mixing is typically sufficient.

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