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Merck

C2020

Sigma-Aldrich

α-Cyano-4-hydroxycinnamic acid

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

Sinónimos:

α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

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10 G
MXP 1,616.00
25 G
MXP 3,647.00

MXP 1,616.00


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10 G
MXP 1,616.00
25 G
MXP 3,647.00

About This Item

Fórmula lineal:
HOC6H4CH=C(CN)CO2H
Número de CAS:
Peso molecular:
189.17
Beilstein:
3271427
Número CE:
Número MDL:
Código UNSPSC:
12352106
ID de la sustancia en PubChem:
NACRES:
NA.77

MXP 1,616.00


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Nombre del producto

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

Ensayo

≥98% (TLC)

Formulario

powder

color

yellow

mp

245-250 °C (lit.)

solubilidad

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

temp. de almacenamiento

2-8°C

cadena 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+

Clave InChI

AFVLVVWMAFSXCK-VMPITWQZSA-N

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Aplicación

α-Cyano-4-hydroxycinnamic acid has been used to block monocarboxylate transporters.[1][2]
α-Cyano-4-hydroxycinnamic acid is a useful hydrophobic matrix solution for matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry.[3] 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.

Acciones bioquímicas o fisiológicas

α-Cyano-4-hydroxycinnamic acid acts as a specific inhibitor of monocarboxylic acid transport, including lactate and pyruvate transport.[4][5][6] It is also reported to block β-cell apical anion exchange (IC50 of 2.4 mM).[7]

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Skin Sens. 1B

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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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
Adaptive cellular mechanisms in response to Glutamine-starvation
Eliasen MM, et al.
Frontiers in Bioscience, 11, 3199-3211 (2006)
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
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

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Questions

1–2 of 2 Questions  
  1. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  2. What can be used for solublization of α-Cyano-4-hydroxycinnamic acid?

    1 answer
    1. α-Cyano-4-hydroxycinnamic acid (α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA) is soluble in methanol (up to 50 mg/ml). It is also soluble at 10 mg/ml using 50% acetonitrile in 0.05% TFA for MALDI-MS. The acetonitrile concentration can be adjusted for individual preferences.For biological applications, it has been solubilized at 100 mM in DMSO or 50 mM in ethanol.

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