145505
α-Cyano-4-hydroxycinnamic acid
97%
Synonym(s):
alpha-Cyano-4-hydroxycinnamic acid, 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:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
248-879-1
Beilstein/REAXYS Number:
3271427
MDL number:
Assay:
97%
Form:
powder
Quality Level
assay
97%
form
powder
mp
245-250 °C (lit.)
solubility
methanol: soluble 50 mg/mL, clear to slightly hazy, light yellow to yellow
functional group
carboxylic acid, nitrile
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 is the commonly used matrix for analyzing peptides by matrix-assisted laser desorption/ionization mass spectrometry. It inhibits the monophenolase activity and diphenolase activity of mushroom tyrosinase.
Application
α-Cyano-4-hydroxycinnamic acid(CHC) was used as a matrix for peptides and nucleotides in mass spectroscopic analysis. It was used in encapsulation of CHC into NaY zeolite. It was used as matrix to investigate the activity of the paclitaxel derivatives using several well-established in vitro angiogenesis assays.
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signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1B
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Inhibitory effects of α-cyano-4-hydroxycinnamic acid on the activity of mushroom tyrosinase.
Qiu L, et al.
Food Chemistry, 112(3), 609-613 (2009)
G M Hathaway
BioTechniques, 17(1), 150-155 (1994-07-01)
A commercially available, matrix-assisted, laser desorption/ionization (MALDI), time-of-flight mass spectrometer has been used for the successful characterization of picomole quantities of modified deoxyoligonucleotides. The procedure was found to be applicable to the analysis of a variety of modified synthetic structures
S D Patterson et al.
Analytical chemistry, 66(21), 3727-3732 (1994-11-01)
During the analysis of an Asp-N digest of a recombinant hematopoietic growth factor by matrix-assisted laser desorption ionization mass spectrometry (MALDI-MS), we observed pseudomolecular ions corresponding to reduced forms of peptides known to be present only in single disulfide linkages.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 145505-5G | 04061831818666 |
| 145505-25G | 04061838736277 |