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476870

Sigma-Aldrich

α-Cyano-4-hydroxyzimtsäure

99%

Synonym(e):

alpha-Cyano-4-hydroxycinnamic acid, α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

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2 G
30,60 €
10 G
94,40 €

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2 G
30,60 €
10 G
94,40 €

About This Item

Lineare Formel:
HOC6H4CH=C(CN)CO2H
CAS-Nummer:
28166-41-8
Molekulargewicht:
189.17
Beilstein:
3271427
EG-Nummer:
248-879-1
MDL-Nummer:
MFCD00004204
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24871310
NACRES:
NA.22

30,60 €

Versandbereit am22. April 2025Details

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Qualitätsniveau

100

Assay

99%

Form

solid

mp (Schmelzpunkt)

245-250 °C (lit.)

Funktionelle Gruppe

carboxylic acid
nitrile

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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Allgemeine Beschreibung

α-Cyano-4-hydroxycinnamic acid is the commonly used matrix for analyzing peptides by matrix-assisted laser desorption/ionization mass spectrometry.[1] It inhibits the monophenolase activity and diphenolase activity of mushroom tyrosinase.[2]

Anwendung

α-Cyano-4-hydroxycinnamic acid (CHC) was used in encapsulation of CHC into NaY zeolite.[3] It was used as matrix to investigate the activity of the paclitaxel derivatives using several well-established in vitro angiogenesis assays.[4]

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H317

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCN6411
BCCC6873
SHBH7541
SHBH4780V
SHBH4006V

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Die Dokumentenbibliothek aufrufen

Yusaku Hioki et al.
Journal of mass spectrometry : JMS, 48(11), 1217-1223 (2013-11-22)
We describe here an optimization study of the sample preparation conditions for sensitive detection of peptides by matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS). Among many factors in the conditions, we varied the percent acetonitrile in the peptide solution, the percent
Encapsulation of α-cyano-4-hydroxycinnamic acid into a NaY zeolite.
Vilaca N, et al.
J. Mater. Sci., 46(23), 7511-7516 (2011)
Claudia Ryppa et al.
International journal of pharmaceutics, 368(1-2), 89-97 (2008-11-11)
The alpha(v)beta(3) integrin is overexpressed on proliferating endothelial cells such as those present in growing tumors as well as on tumor cells of various origins. Tumor-induced angiogenesis can be inhibited in vivo by antagonizing the alpha(v)beta(3) integrin with small peptides
Inhibitory effects of α-cyano-4-hydroxycinnamic acid on the activity of mushroom tyrosinase.
Qiu L, et al.
Food Chemistry, 112(3), 609-613 (2009)
Mohammadreza Shariatgorji et al.
Analytical chemistry, 84(16), 7152-7157 (2012-08-07)
D(4)-α-Cyano-4-hydroxycinnamic acid (D(4)-CHCA) has been synthesized for use as a matrix for matrix-assisted laser desorption ionization-mass spectrometry (MALDI-MS) and MALDI-MS imaging (MSI) of small molecule drugs and endogenous compounds. MALDI-MS analysis of small molecules has historically been hindered by interference
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Fragen

1-3 von 3 Fragen  

  1. Bonjour, Pouvez-vous m'indiquer si ce produit (ref : 474870-10G) est utilisable en spectrométrie de masse MALDI-TOF ? La pureté est-elle suffisante ? Merci d'avance pour votre réponse,

    1 Antwort

    1. This product is not tested or intended for use in Maldi-TOF. This item is generally used in organic chemical synthesis. While this material may be suitable, there are other options available that have been qualified for use in MALDI applications. Please see the link below to review these products:
      https://www.sigmaaldrich.com/substance/acyano4hydroxycinnamicacid1891728166418
      Note that one of the products listed in the link above, C8982, is also included as a standard in the MCCAL2 MALDI-MA Calibration Kit.

      Hilfreich?

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

    1 Antwort

    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.

      Hilfreich?

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

    1 Antwort

    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.

      Hilfreich?

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