C2020
α-Cyano-4-hydroxycinnamic acid
≥98% (TLC), powder, monocarboxylic acid transport inhibitor
Synonym(s):
α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA
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About This Item
Linear Formula:
HOC6H4CH=C(CN)CO2H
CAS Number:
Molecular Weight:
189.17
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
248-879-1
MDL number:
Beilstein/REAXYS Number:
3271427
Product Name
α-Cyano-4-hydroxycinnamic acid, ≥98% (TLC), powder
Quality Level
assay
≥98% (TLC)
form
powder
color
yellow
mp
245-250 °C (lit.)
solubility
H2O: slightly soluble, methanol: water: soluble, polar organic solvents: soluble
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
Application
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 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).
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signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1B
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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