Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

View All Documentation

476870

Sigma-Aldrich

α-Cyano-4-hydroxycinnamic acid

99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

Select a Size

2 G
$38.85
10 G
$81.51

$38.85

List Price$40.90Save 5%

In StockDetails

Request a Bulk Order
All Photos(3)

Select a Size

Change View
2 G
$38.85
10 G
$81.51

About This Item

Linear Formula:
HOC6H4CH=C(CN)CO2H
CAS Number:
28166-41-8
Molecular Weight:
189.17
Beilstein/REAXYS Number:
3271427
EC Number:
248-879-1
MDL number:
MFCD00004204
UNSPSC Code:
12352100
PubChem Substance ID:
24871310
NACRES:
NA.22

$38.85

List Price$40.90Save 5%

In StockDetails

Request a Bulk Order

Quality Level

100

assay

99%

form

solid

mp

245-250 °C (lit.)

functional group

carboxylic acid
nitrile

storage temp.

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+

InChI key

AFVLVVWMAFSXCK-VMPITWQZSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

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]

Application

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]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCN6411
BCCC6873
SHBH7541
SHBH4780V
SHBH4006V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
View All Related Papers

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.

      Helpful?

  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.

      Helpful?

  3. 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?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service