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Merck

C8982

α-Cyano-4-hydroxycinnamic acid

suitable for MALDI-TOF MS

Synonym(s):

α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

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About This Item

Linear Formula:
HOC6H4CH=C(CN)CO2H
CAS Number:
28166-41-8
Molecular Weight:
189.17
UNSPSC Code:
12352106
NACRES:
NA.21
PubChem Substance ID:
24893121
EC Number:
248-879-1
Beilstein/REAXYS Number:
3271427
MDL number:
MFCD00004204
Form:
powder
Quality level:
100

Key Documents

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form

powder

Quality Level

100

analyte chemical class(es)

glycans, peptides, proteins

mp

245-250 °C (lit.)

suitability

suitable for MALDI-TOF MS

storage temp.

room temp

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

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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).

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.

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

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Deleterious substance

pdsc

C8982-10MG:4.548173192888E12

jan

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Certificates of Analysis (COA)

Lot/Batch Number
0000420182
0000420182
BCCM5644
0000321729
0000321729

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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)
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)
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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