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C8982

Sigma-Aldrich

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:
Molecular Weight:
189.17
Beilstein:
3271427
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

form

powder

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

6538 is a trademark of American Type Culture Collection
ProteoMass is a trademark of Sigma-Aldrich Co. LLC

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Description
Pricing

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1B

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
April M Kloxin et al.
Nature protocols, 5(12), 1867-1887 (2010-12-04)
We describe a detailed procedure to create photolabile, polyethylene glycol (PEG)-based hydrogels and manipulate material properties in situ. The cytocompatible chemistry and degradation process enable dynamic, tunable changes for applications in two-dimensional (2D) or 3D cell culture. The materials are

Protocols

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

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