145505

α-Cyano-4-hydroxycinnamic acid

97%

• Synonym(s): alpha-Cyano-4-hydroxycinnamic acid, α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA
• Linear Formula: HOC₆H₄CH=C(CN)CO₂H
• CAS Number: 28166-41-8
• Molecular Weight: 189.17
• Beilstein: 3271427
• EC Number: 248-879-1
• MDL number: MFCD00004204
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848731
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H317
• Precautionary Statements: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Hazard Classifications: Skin Sens. 1B
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves