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Merck

39468

α-Cyano-4-hydroxycinnamic acid

suitable for 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
UNSPSC Code:
41116105
NACRES:
NA.21
PubChem Substance ID:
EC Number:
248-879-1
Beilstein/REAXYS Number:
3271427
MDL number:
Form:
solid
Quality level:
Technical Service
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Quality Level

form

solid

analyte chemical class(es)

glycans, peptides, proteins

technique(s)

MALDI-MS: suitable

mp

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

suitability

suitable for matrix substance for MALDI-MS

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

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

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
Rossella Gottardo et al.
Journal of mass spectrometry : JMS, 47(1), 141-146 (2012-01-28)
Since 2004, a number of herbal blends containing different synthetic compounds mimicking the pharmacological activity of cannabinoids and displaying a high toxicological potential have appeared in the market. Their availability is mainly based on the so-called "e-commerce", being sold as
Mohammadreza Shariatgorji et al.
Analytical chemistry, 84(16), 7152-7157 (2012-08-07)
D(4)-α-Cyano-4-hydroxycinnamic acid (D(4)-CHCA) has been synthesized for use as a matrix for matrix-assisted laser desorption ionization-mass spectrometry (MALDI-MS) and MALDI-MS imaging (MSI) of small molecule drugs and endogenous compounds. MALDI-MS analysis of small molecules has historically been hindered by interference