C2020

α-Cyano-4-hydroxyzimtsäure

≥98% (TLC), powder, monocarboxylic acid transport inhibitor

• Synonym(e): α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA
• Lineare Formel: HOC₆H₄CH=C(CN)CO₂H
• CAS-Nummer: 28166-41-8
• Molekulargewicht: 189.17
• Beilstein: 3271427
• EG-Nummer: 248-879-1
• MDL-Nummer: MFCD00004204
• UNSPSC-Code: 12352106
• PubChem Substanz-ID: 24892459
• NACRES: NA.77

Eigenschaften

• product name: α-Cyano-4-hydroxyzimtsäure, ≥98% (TLC), powder
• Qualitätsniveau: 300
• Assay: ≥98% (TLC)
• Form: powder
• Farbe: yellow
• mp (Schmelzpunkt): 245-250 °C (lit.)
• Löslichkeit: H₂O: slightly soluble; methanol: water: soluble; polar organic solvents: soluble
• 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

Beschreibung

Anwendung

α-Cyano-4-hydroxycinnamic acid has been used to block monocarboxylate transporters.

α-Cyano-4-hydroxycinnamic acid is a useful hydrophobic matrix solution for matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry. Antibiotics, peptide nucleic acids (a new class of DNA mimics), and proteins with masses as high as 66,000 Da have been successfully analyzed by using this as a matrix solution.

Biochem./physiol. Wirkung

α-Cyano-4-hydroxycinnamic acid acts as a specific inhibitor of monocarboxylic acid transport, including lactate and pyruvate transport. It is also reported to block β-cell apical anion exchange (IC₅₀ of 2.4 mM).

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H317
• P-Sätze: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• 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