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Merck

70990

α-Cyano-4-hydroxycinnamic acid

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

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:
41115710
NACRES:
NA.21
PubChem Substance ID:
329762519
EC Number:
248-879-1
Beilstein/REAXYS Number:
3271427
MDL number:
MFCD00004204

Nombre del producto

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

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

assay

≥99.0% (HPLC)

form

solid

analyte chemical class(es)

glycans, peptides, proteins

technique(s)

MALDI-MS: suitable

mp

245-250 °C (lit.)
245-250 °C

solubility

methanol: 10 mg/mL, clear

cation traces

Ba: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
K: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤10 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

absorption

≥2000 at 337 nm (mol. absorption)

suitability

suitable for matrix substance for MALDI-MS

Quality Level

100

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Categorías relacionadas

Application

α-CHCA was used as matrix in improving the detection of low concentration protein digests on MALDI-TOF.

General description

α-Cyano-4-hydroxycinnamic acid (α-CHCA) is widely used as a matrix in order to facilitate ionization of peptides and proteins in a matrix-assisted laser desorption/ionization (MALDI) time-of-flight (TOF) mass spectrometer.

Other Notes

Matrix substoncitatioance used in MALDI-MS (matrix-assisted laser desorption ionization MS) peptide analysis in proteomics.

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
BCCM5644
BCCL3737
BCCH7026
BCCG3811
BCCC8081

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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 is the appearance of Product 70990, α-Cyano-4-hydroxycinnamic acid?

    Catalog number 70990 is a powder, and has an appearance specification of faintly yellow to yellow in color.

  6. What is the shelf life of Product 70990, α-Cyano-4-hydroxycinnamic acid?

    This product does not have an Expiration or Recommended Re-Test date established for it.  As with all Sigma-Aldrich products, it is guaranteed up to a year from date of shipment.

  7. 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.

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

    Ask a Scientist here.

S.D. Patterson, V. Katta
Analytical Chemistry, 66, 3729-3729 (1994)
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
Xiangping Zhu et al.
Journal of biomolecular techniques : JBT, 14(4), 298-307 (2004-01-13)
Alpha-cyano-4-hydroxycinnamic acid (alpha-CHCA) as a matrix facilitates the ionization of proteins and peptides in a matrix-assisted laser desorption/ionization (MALDI) time-of-flight (TOF) mass spectrometer. The matrix itself also ionizes and so do its sodium and potassium adducts. Matrix clusters and metal
Bin Li et al.
Toxicological sciences : an official journal of the Society of Toxicology, 116(1), 23-31 (2010-04-17)
Studies in mice and guinea pigs have shown that albumin is a new biomarker of organophosphorus toxicant (OP) and nerve agent exposure. Our goal was to determine whether OP-labeled albumin could be detected in the blood of humans exposed to
Kevser Biberoglu et al.
Biochimica et biophysica acta, 1834(4), 745-753 (2013-01-29)
Acetylcholinesterase (AChE) in the serum of fetal cow is a tetramer. The related enzyme, butyrylcholinesterase (BChE), in the sera of humans and horse requires polyproline peptides for assembly into tetramers. Our goal was to determine whether soluble tetrameric AChE includes
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