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Sigma-Aldrich

αÁcido α-ciano-4-hidroxicinâmico

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

Sinônimo(s):

αα-CCA, αα-CHCA, αα-ciano, 4-HCCA, ACCA

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About This Item

Fórmula linear:
HOC6H4CH=C(CN)CO2H
Número CAS:
28166-41-8
Peso molecular:
189.17
Beilstein:
3271427
Número CE:
248-879-1
Número MDL:
MFCD00004204
Código UNSPSC:
12352106
ID de substância PubChem:
24892459
NACRES:
NA.77

product name

αÁcido α-ciano-4-hidroxicinâmico, ≥98% (TLC), powder

Ensaio

≥98% (TLC)

forma

powder

cor

yellow

pf

245-250 °C (lit.)

solubilidade

H2O: slightly soluble
methanol: water: soluble
polar organic solvents: soluble

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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+

chave InChI

AFVLVVWMAFSXCK-VMPITWQZSA-N

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Aplicação

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.

Ações bioquímicas/fisiológicas

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).

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H317

Classificações de perigo

Skin Sens. 1B

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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2,5-Dihydroxybenzoic acid matrix substance for MALDI-MS, >99.0% (HPLC)

Supelco

85707

2,5-Dihydroxybenzoic acid

Monocarboxylate Transport Inhibitor, AR-C155858

Sigma-Aldrich

5.33436

Monocarboxylate Transport Inhibitor, AR-C155858

4-Chloro-α-cyanocinnamic acid 97% (CP)

Sigma-Aldrich

741140

4-Chloro-α-cyanocinnamic acid

Bruker standard solvent suitable for MALDI-MS, 50% ACN + 47.5% H2O + 2.5% TFA

Sigma-Aldrich

900666

Bruker standard solvent

9-Aminoacridine for synthesis

Sigma-Aldrich

8.18362

9-Aminoacridine

2,5-Dihydroxybenzoic acid matrix substance for MALDI-MS, ≥99.5% (HPLC), Ultra pure

Supelco

39319

2,5-Dihydroxybenzoic acid

Sinapic acid matrix substance for MALDI-MS, ≥99.5%, Ultra pure

Supelco

49508

Sinapic acid

Elizabeth Csaszar et al.
Biotechnology and bioengineering, 103(2), 402-412 (2009-03-07)
An automated delivery system for cell culture applications would permit studying more complex culture strategies and simplify measures taken to expose cells to unstable molecules. We are interested in understanding how intracellular TAT-HOXB4 protein concentration affects hematopoietic stem cell (HSC)
U Schneider et al.
Neuroscience, 53(4), 1153-1162 (1993-04-01)
Exposure of nervous tissue to hypoxia results in interstitial acidification. There is evidence for concomitant decrease in extracellular pH to the increase in tissue lactate. In the present study, we used double-barrelled pH-sensitive microelectrodes to investigate the link between lactate
E T Sze et al.
Journal of the American Society for Mass Spectrometry, 9(2), 166-174 (1998-07-29)
We report a simple method for converting solid matrices into useful matrix solutions for matrix-assisted laser desorption/ionization (MALDI). This method is based on the dissolution of the solid matrix in a liquid support of low volatility such as glycerol. An
C Emmons
The American journal of physiology, 276(4 Pt 2), F635-F643 (1999-04-13)
To functionally characterize transport properties of the apical anion exchanger of rabbit beta-intercalated cells, the mean change in anion exchange activity, dpHi/dt (where pHi is intracellular pH), was measured in response to lumen Cl- replacement with gluconate in perfused cortical
R J Williams et al.
Neuroscience, 74(2), 461-468 (1996-09-01)
Glucose deprivation potentiates the glutamate receptor-evoked release of arachidonic acid from cultured mouse striatal neurons. In this study we investigated whether this potentiation would be modified by the end-products of glycolysis. These enhanced responses were completely reversed by the addition
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