Skip to Content
Merck
CN
All Photos(1)

Documents

C8982

Sigma-Aldrich

α-Cyano-4-hydroxycinnamic acid

suitable for MALDI-TOF MS

Synonym(s):

α-CCA, α-CHCA, α-Cyano, 4-HCCA, ACCA

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

form

powder

Quality Level

500

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

related product

Product No.
Description
Pricing

P2613

ProteoMass™ P14R MALDI-MS Standard, vial of 10 nmol

C8857

ProteoMass™ Cytochrome c MALDI-MS Standard, vial of 10 nmol, (M+H+) 12,361.96 Da by calculation

A8346

ProteoMass™ ACTH Fragment 18-39 MALDI-MS Standard, vial of 10 nmol, monoisotopic mol wt 2,464.1989 Da

I6154

ProteoMass™ Insulin chain B oxidized MALDI-MS Standard, vial of 10 nmol

I6279

ProteoMass™ Insulin MALDI-MS Standard, vial of 10 nmol, monoisotopic mol wt 5,729.6087 Da

A8471

ProteoMass™ Albumin MALDI-MS Standard, vial of 10 nmol, average mol wt 66,429.09 Da by calculation

A9096

ProteoMass™ Aldolase MALDI-MS Standard, vial of 10 nmol, average mol wt 39,211.28 Da by calculation

A8846

ProteoMass™ Angiotensin II MALDI-MS Standard, vial of 10 nmol

A8971

ProteoMass™ Apomyoglobin MALDI-MS Standard, vial of 10 nmol, (M+H+) 16,952.27 Da by calculation

B4181

ProteoMass™ Bradykinin Fragment 1-7 MALDI-MS Standard, vial of 10 nmol, monoisotopic mol wt 756.3997 Da

MSCAL1

ProteoMass™ Peptide and Protein MALDI-MS Calibration Kit, Peptide and Protein MALDI MS Calibration Standard

MSCAL2

ProteoMass™ Peptide MALDI-MS Calibration Kit, Peptide MALDI MS Calibration Standard

MSCAL3

ProteoMass™ Protein MALDI-MS Calibration Kit, Protein MALDI MS Calibration Standard

56197

3-Hydroxypicolinic acid, matrix substance for MALDI-MS, ≥99.0% (HPLC)

54793

2-(4-Hydroxyphenylazo)benzoic acid, matrix substance for MALDI-MS, ≥99.5%

85429

Sinapic acid, matrix substance for MALDI-MS, ≥99.0% (T)

03565

MALDI validation set polystyrene Mp ~700 - 70 000, certified reference material

37468

2′,6′-Dihydroxyacetophenone, matrix substance for MALDI-MS, ≥99.5%

91928

2′,4′,6′-Trihydroxyacetophenone monohydrate, matrix substance for MALDI-MS, ≥99.5%

03597

MALDI validation set PS, PMMA, PDMS, PEG and PSS Mp ~4′300 - 6′500

87884

trans-2-[3-(4-tert-Butylphenyl)-2-methyl-2-propenylidene]malononitrile, matrix substance for MALDI-MS, ≥99.0% (HPLC)

60018

Caffeic acid, matrix substance for MALDI-MS, ≥99.0% (HPLC)

29208

(N-Succinimidyloxycarbonylmethyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide, for protein sequence analysis (by MALDI-MS), ≥98.5%

46278

trans-Ferulic acid, matrix substance for MALDI-MS, ≥99.0% (HPLC)

85707

2,5-Dihydroxybenzoic acid, matrix substance for MALDI-MS, >99.0% (HPLC)

70990

α-Cyano-4-hydroxycinnamic acid, matrix substance for MALDI-MS, ≥99.0% (HPLC)

N3786

α(2→3,6,8,9) Neuraminidase from Arthrobacter ureafaciens, Proteomics Grade, suitable for MALDI-TOF MS

39468

α-Cyano-4-hydroxycinnamic acid, matrix substance for MALDI-MS, Ultra pure

39319

2,5-Dihydroxybenzoic acid, matrix substance for MALDI-MS, ≥99.5% (HPLC), Ultra pure

49508

Sinapic acid, matrix substance for MALDI-MS, ≥99.5%, Ultra pure

50862

Super-DHB, suitable for matrix substance for MALDI-MS, ≥99.0%

02241

2′,3′-Dideoxycytidine 5′-triphosphate sodium salt solution, suitable for MALDI-MS, ≥98.0% (HPLC)

42597

3′-Deoxythymidine 5′-triphosphate sodium salt solution, BioChemika, puriss. p.a., suitable for MALDI-MS, ≥98.0% (HPLC)

MS0100

ProteoMass™ Guanidination Kit, For improving MALDI-MS sensitivity and peptide sequence coverage

MSCAL4

ProteoMass™ MALDI Calibration Kit for Exactive Series MS, LTQ XL and LTQ Hybrids, MALDI MS Calibration Standard

92817

9-Aminoacridine, matrix substance for MALDI-MS, ≥99.5% (HPLC)

56451

1,5-Diaminonaphthalene, matrix substance for MALDI-MS, ≥99.0% (HPLC)

50757

Micro-Array for Mass Spectrometry (MAMS), for single cell analysis

94141

4-Chloro-α-cyanocinnamic acid, matrix substance for MALDI-MS, ≥95.0% (HPLC)

89063

4-Bromo-α-cyanocinnamic acid, matrix substance for MALDI-MS, ≥95.0% (HPLC)

77081

α-Cyano-4-fluorocinnamic acid, matrix substance for MALDI-MS, ≥95.0% (HPLC)

38419

α-Cyano-2,3,4,5,6-pentafluorocinnamic acid, matrix substance for MALDI-MS, ≥95.0% (HPLC)

39379

4-Chloro-α-cyanocinnamic acid - α-Cyano-2,4-difluorocinnamic acid mixture, matrix substance for MALDI-MS, ≥95.0% (sum of both components, HPLC)

68914

4-Bromo-α-cyanocinnamic acid - 4-Chloro-α-cyanocinnamic acid mixture, matrix substance for MALDI-MS, ≥95.0% (sum of both components, HPLC)

05851

4-Aminoquinaldine, matrix substance for MALDI-MS, ≥99.0% (HPLC)

78246

Curcumin, matrix substance for MALDI-MS, ≥99.5% (HPLC)

04973

Micro-Array for Mass Spectrometry (MAMS), for quantitative MALDI

94477

(E)-2-Cyano-3-(2-naphthyl)acrylic acid, matrix substance for MALDI-MS, ≥98.0% (HPLC)

83788

(2E)-3-(9-Anthryl)-2-cyanoacrylic acid, matrix substance for MALDI-MS, ≥97.0% (HPLC)

76884

Anthranilamide, matrix substance for MALDI-MS, ≥99.0% (HPLC)

56229

9-Nitroanthracene, matrix substance for MALDI-MS, ≥98.5% (HPLC)

PFS11

SpheriCal™ Mix, Peptide Low, suitable for MALDI-MS

PFS31

SpheriCal™ Aqua, Peptide Medium, suitable for MALDI-MS

PFS32

SpheriCal™ Aqua, Peptide High, suitable for MALDI-MS

PFS20

SpheriCal™ Neat, Peptide Low, suitable for MALDI-MS

PFS21

SpheriCal™ Neat, Peptide Medium, suitable for MALDI-MS

PFS22

SpheriCal™ Neat, Peptide High, suitable for MALDI-MS

PFS23

SpheriCal™ Neat, Protein Low, suitable for MALDI-MS

PFS30

SpheriCal™ Aqua, Peptide Low, suitable for MALDI-MS

69028

4-Phenyl-α-cyanocinnamamide, matrix substance for MALDI-MS, ≥98.5% (HPLC)

900666

Bruker standard solvent, suitable for MALDI-MS, 50% ACN + 47.5% H2O + 2.5% TFA

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1B

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’.

Already Own This Product?

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

Visit the Document Library

  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.

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)
View All Related Papers

Protocols

Mass Spectrometry of Glycans

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

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