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C2020

Sigma-Aldrich

α-Cyano-4-hydroxycinnamic acid

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

Sinonimo/i:

α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

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About This Item

Formula condensata:
HOC6H4CH=C(CN)CO2H
Numero CAS:
28166-41-8
Peso molecolare:
189.17
Beilstein:
3271427
Numero CE:
248-879-1
Numero MDL:
MFCD00004204
Codice UNSPSC:
12352106
ID PubChem:
24892459
NACRES:
NA.77

Nome del prodotto

α-Cyano-4-hydroxycinnamic acid, ≥98% (TLC), powder

Livello qualitativo

300

Saggio

≥98% (TLC)

Stato

powder

Colore

yellow

Punto di fusione

245-250 °C (lit.)

Solubilità

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

Temperatura di conservazione

2-8°C

Stringa SMILE

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+
AFVLVVWMAFSXCK-VMPITWQZSA-N

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Applicazioni

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.

Azioni biochim/fisiol

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).

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H317

Classi di pericolo

Skin Sens. 1B

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
MKCN9036
MKCK1270
MKCJ2237
MKCH2027
MKCG5046

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Supelco

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Sinapic acid

J P Barnard et al.
The Journal of biological chemistry, 268(5), 3654-3661 (1993-02-15)
The protozoan parasite Trypanosoma brucei derives its metabolic energy exclusively from a unique type of glycolysis in which pyruvate derived from glucose catabolism is released into the host bloodstream. In this study, this terminal metabolic step has been examined in
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Frontiers in Neuroscience, 13 (2019)
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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