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39468

Sigma-Aldrich

α-Cyano-4-hydroxycinnamic acid

matrix substance for MALDI-MS, Ultra pure

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Synonym(s):
α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA
Linear Formula:
HOC6H4CH=C(CN)CO2H
CAS Number:
Molecular Weight:
189.17
Beilstein:
3271427
EC Number:
MDL number:
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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This Item
C8982C2020SMB00953
technique(s)

MALDI-MS: suitable

technique(s)

-

technique(s)

-

technique(s)

HPLC: suitable

solubility

methanol: 10 mg/mL, clear

solubility

-

solubility

H2O: slightly soluble, methanol: water: soluble, polar organic solvents: soluble

solubility

-

storage temp.

2-8°C

storage temp.

room temp

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

100

Quality Level

500

Quality Level

300

Quality Level

200

grade

matrix substance for MALDI-MS

grade

-

grade

-

grade

-

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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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
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Ultra-Pure MALDI Matrices

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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