α-Cyano-4-hydroxycinnamic acid (α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA) is soluble in methanol (up to 50 mg/ml). It is also soluble at 10 mg/ml using 50% acetonitrile in 0.05% TFA for MALDI-MS. The acetonitrile concentration can be adjusted for individual preferences.For biological applications, it has been solubilized at 100 mM in DMSO or 50 mM in ethanol.
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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5 G
$60.82
25 G
$178.00
About This Item
Linear Formula:
HOC6H4CH=C(CN)CO2H
CAS Number:
Molecular Weight:
189.17
Beilstein/REAXYS Number:
3271427
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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Related Categories
1 of 4
This Item | 476870 | 70990 | 39468 |
|---|---|---|---|
| assay 97% | assay 99% | assay ≥99.0% (HPLC) | assay - |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| solubility methanol: soluble 50 mg/mL, clear to slightly hazy, light yellow to yellow | solubility - | solubility methanol: 10 mg/mL, clear | solubility methanol: 10 mg/mL, clear |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. - | storage temp. 2-8°C |
| form powder | form solid | form solid | form solid |
| mp 245-250 °C (lit.) | mp 245-250 °C (lit.) | mp 245-250 °C (lit.) | mp 245-250 °C (lit.) |
General description
Application
α-Cyano-4-hydroxycinnamic acid(CHC) was used as a matrix for peptides[3] and nucleotides[4] in mass spectroscopic analysis. It was used in encapsulation of CHC into NaY zeolite[5]. It was used as matrix to investigate the activity of the paclitaxel derivatives using several well-established in vitro angiogenesis assays[6].
signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1B
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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.
Claudia Ryppa et al.
International journal of pharmaceutics, 368(1-2), 89-97 (2008-11-11)
The alpha(v)beta(3) integrin is overexpressed on proliferating endothelial cells such as those present in growing tumors as well as on tumor cells of various origins. Tumor-induced angiogenesis can be inhibited in vivo by antagonizing the alpha(v)beta(3) integrin with small peptides
Yusaku Hioki et al.
Journal of mass spectrometry : JMS, 48(11), 1217-1223 (2013-11-22)
We describe here an optimization study of the sample preparation conditions for sensitive detection of peptides by matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS). Among many factors in the conditions, we varied the percent acetonitrile in the peptide solution, the percent
Encapsulation of α-cyano-4-hydroxycinnamic acid into a NaY zeolite.
Vilaca N, et al.
J. Mater. Sci., 46(23), 7511-7516 (2011)
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