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Merck

C8982

α-Cyano-4-hydroxycinnamic acid

suitable for MALDI-TOF MS

Sinónimos:

α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

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About This Item

Fórmula lineal:
HOC6H4CH=C(CN)CO2H
Número CAS:
28166-41-8
Peso molecular:
189.17
UNSPSC Code:
12352106
NACRES:
NA.21
PubChem Substance ID:
24893121
EC Number:
248-879-1
Beilstein/REAXYS Number:
3271427
MDL number:
MFCD00004204

Nombre del producto

α-Cyano-4-hydroxycinnamic acid, suitable for MALDI-TOF MS

InChI key

AFVLVVWMAFSXCK-VMPITWQZSA-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+

SMILES string

OC(=O)\C(=C\c1ccc(O)cc1)C#N

form

powder

analyte chemical class(es)

glycans, peptides, proteins

mp

245-250 °C (lit.)

suitability

suitable for MALDI-TOF MS

storage temp.

room temp

Quality Level

100

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Application

α-Cyano-4-hydroxycinnamic acid has been used as a matrix for MALDI-TOF MS (matrix assisted laser desorption ionization-time of flight mass spectrometry) analysis. The matrix has also been used for sample preparation.

General description

α-Cyano-4-hydroxycinnamic acid (CHCA) is specially purified and qualified as a matrix for peptide MALDI-MS (matrix assisted laser desorption ionization-mass spectrometry) calibration standards. CHCA enhances ionization of protein or peptide standards and samples in matrix assisted laser desorption ionization (MALDI) mass spectrometers.
It is also available as part of our ProteoMass™ MALDI calibration kits (MS-CAL1 and MS-CAL3).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

ProteoMass is a trademark of Sigma-Aldrich Co. LLC

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1B

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000420182
0000420182
BCCM5644
0000321729
0000321729

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    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. 

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

    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.

  6. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Utilizing isotope dilution-matrix-assisted laser desorption ionization-time of flight mass spectrometry as a reference procedure for the radioimmunoassay of serum thyroxine.
Tyan YC, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 420, 99-103 (2013)
MALDI-TOF MS sample preparation by using alkanethiolate self-assembled monolayers: A preliminary application for protein sample analysis.
Tyan Y-C, et al.
International Journal of Mass Spectrometry, 262, 67-72 (2007)
J Gobom et al.
Analytical chemistry, 73(3), 434-438 (2001-02-24)
We present a new MALD1 sample preparation technique for peptide analysis using the matrix alpha-cyano-4-hydroxy-cinnamic acid (CHCA) and prestructured sample supports. The preparation integrates sample purification, based on the affinity of microcrystalline CHCA for peptides, thereby simplifying the analysis of
a-Cyano-4-hydroxycinnamic acid as a matrix for matrixassisted laser desorption mass spectromtry.
Beavis RC, et al.
Journal of Mass Spectrometry : Jms, 27, 156-158 (1992)
The orphan G protein-coupled receptor GPR139 is activated by the peptides: Adrenocorticotropic hormone (ACTH), a-, and ?-melanocyte stimulating hormone (a-MSH, and ?-MSH), and the conserved core motif HFRW.
N?hr AC, et al.
Neurochemistry International, 102, 105-113 (2017)
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