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α-Cyano-4-hydroxycinnamic acid

SIGMA/C2020 - ≥98% (TLC), powder

Synonym: α-CCA; α-CHCA; α-Cyano; 4-HCCA; ACCA

CAS Number: 28166-41-8
Empirical Formula (Hill Notation): C10H7NO3
Molecular Weight: 189.17
EC Number: 248-879-1
MDL Number: MFCD00004204
Linear Formula: HOC6H4CH=C(CN)CO2H
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-C2020-10G 10 g
$89.60
1/EA
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45-C2020-25G 25 g
$179.00
1/EA
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ATR-IR Spectra for α-CCA.

 

assay ≥98% (TLC)
color yellow
form powder
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
mp 245-250 °C (lit.)
Quality Level 300 
SMILES string OC(=O)C(=Cc1ccc(O)cc1)C#N
solubility H2O: slightly soluble
  methanol: water: soluble
  polar organic solvents: soluble
storage temp. 2-8°C
Application: α-Cyano-4-hydroxycinnamic acid has been used to block monocarboxylate transporters.
Application: 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 Actions: 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).
Packaging: 10, 25 g in poly bottle
Purity ≥98% (TLC)
mp 245-250 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352106

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