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C2020

Sigma-Aldrich

α-Cyano-4-hydroxyzimtsäure

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

Synonym(e):

α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

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€ 54,00
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€ 120,00

€ 54,00


Voraussichtliches Versanddatum09. April 2025


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10 G
€ 54,00
25 G
€ 120,00

About This Item

Lineare Formel:
HOC6H4CH=C(CN)CO2H
CAS-Nummer:
Molekulargewicht:
189.17
Beilstein:
3271427
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.77

€ 54,00


Voraussichtliches Versanddatum09. April 2025


Bulk-Bestellung anfordern

Produktbezeichnung

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

Qualitätsniveau

Assay

≥98% (TLC)

Form

powder

Farbe

yellow

mp (Schmelzpunkt)

245-250 °C (lit.)

Löslichkeit

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

Lagertemp.

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+

InChIKey

AFVLVVWMAFSXCK-VMPITWQZSA-N

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Anwendung

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.

Biochem./physiol. Wirkung

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]

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Skin Sens. 1B

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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

Artikel

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Verwandter Inhalt

ZipTip® micro-SPE pipette tips are used as a single-step desalting, concentration, and purification tool for complex samples before mass spec analyses.

Questions

1–2 of 2 Questions  
  1. 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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  2. 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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