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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:
28166-41-8
Molecular Weight:
189.17
UNSPSC Code:
41116105
NACRES:
NA.21
PubChem Substance ID:
329755873
EC Number:
248-879-1
Beilstein/REAXYS Number:
3271427
MDL number:
MFCD00004204

Key Documents

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InChI key

AFVLVVWMAFSXCK-VMPITWQZSA-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+

SMILES string

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

form

solid

analyte chemical class(es)

glycans, peptides, proteins

technique(s)

MALDI-MS: suitable

Quality Level

100

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

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Related Categories

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Deleterious substance

pdsc

39468-10MG-KC-F: + 39468-VAR-F: + 39468-BULK-F: + 39468-10X10MG-F:4548173225050

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP2798
BCCL7510
BCCK3475
BCCJ3734
BCCF7066

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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
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
Kamil Karolczak et al.
International journal of pharmaceutics, 436(1-2), 508-518 (2012-06-23)
We hypothesized that BBB is impaired in rat model of streptozotocin-induced diabetes and can be sealed by poly(amido)amine dendrimers G4.0 (PAMAM G4), which reveal anti-glycation activity. The BBB permeabilization was monitored in rats with the 60-day streptozotocin-diabetes and non-diabetic animals
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
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
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Ultra-Pure MALDI Matrices

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