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476870

Sigma-Aldrich

α-Cyano-4-hydroxycinnamic acid

99%

Sinónimos:

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

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2 G
$38.85
10 G
$81.51

$38.85

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2 G
$38.85
10 G
$81.51

About This Item

Fórmula lineal:
HOC6H4CH=C(CN)CO2H
Número de CAS:
28166-41-8
Peso molecular:
189.17
Beilstein:
3271427
Número CE:
248-879-1
Número MDL:
MFCD00004204
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24871310
NACRES:
NA.22

$38.85

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Disponible para envío el21 de abril de 2025Detalles

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Nivel de calidad

100

Ensayo

99%

Formulario

solid

mp

245-250 °C (lit.)

grupo funcional

carboxylic acid
nitrile

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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Descripción general

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]

Aplicación

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]

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H317

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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Certificados de análisis (COA)

Lot/Batch Number
MKCN6411
BCCC6873
SHBH7541
SHBH4780V
SHBH4006V

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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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Questions

1–3 of 3 Questions  

  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 answer

    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.

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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.

      Helpful?

  3. 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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