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Merck
CN

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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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.


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
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



Global Trade Item Number

SKUGTIN
39468-10X10MG-F04061833488935
39468-10MG-KC-F04061838789945