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Merck

145505

Sigma-Aldrich

α-Cyano-4-hydroxyzimtsäure

97%

Synonym(e):

alpha-Cyano-4-hydroxycinnamic acid, α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

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About This Item

Lineare Formel:
HOC6H4CH=C(CN)CO2H
CAS-Nummer:
Molekulargewicht:
189.17
Beilstein:
3271427
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Assay

97%

Form

powder

mp (Schmelzpunkt)

245-250 °C (lit.)

Löslichkeit

methanol: soluble 50 mg/mL, clear to slightly hazy, light yellow to yellow

Lagertemp.

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+

InChIKey

AFVLVVWMAFSXCK-VMPITWQZSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Skin Sens. 1B

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Kunden haben sich ebenfalls angesehen

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.
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)
Encapsulation of α-cyano-4-hydroxycinnamic acid into a NaY zeolite.
Vilaca N, et al.
J. Mater. Sci., 46(23), 7511-7516 (2011)
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

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