Molecular structure of α-Cyano-4-hydroxycinnamic acid, CAS Number: 28166-41-8
α-Cyano-4-hydroxycinnamic acid (CAS 28166-41-8)
See product citations (2)
Alternate Names:
α-CCA
CAS Number:
28166-41-8
Purity:
97%
Molecular Weight:
189.17
Molecular Formula:
C10H7NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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α-Cyano-4-hydroxycinnamic acid (CHCA) is a small organic molecule primarily recognized for its role in the field of mass spectrometry, particularly in matrix-assisted laser desorption/ionization (MALDI) as a matrix substance. This compound combines a phenyl ring with a hydroxy group and a nitrile group, imparting it with unique physicochemical properties such as strong ultraviolet light absorption and the ability to assist in the ionization of analytes without fragmentation. The presence of the cyano group adjacent to the aromatic ring enhances the acidity of the hydroxyl group, facilitating proton donation to analyte molecules, a critical step in the ionization process during MALDI analysis.
α-Cyano-4-hydroxycinnamic acid (CAS 28166-41-8) References
- Alpha-cyano-4-hydroxycinnamic acid affinity sample preparation. A protocol for MALDI-MS peptide analysis in proteomics. | Gobom, J., et al. 2001. Anal Chem. 73: 434-8. PMID: 11217742
- Inhibition of glucose oxidation by alpha-cyano-4-hydroxycinnamic acid stimulates feeding in rats. | Del Prete, E., et al. 2004. Physiol Behav. 80: 489-98. PMID: 14741234
- Aniline/alpha-cyano-4-hydroxycinnamic acid is a highly versatile ionic liquid for matrix-assisted laser desorption/ionization mass spectrometry. | Calvano, CD., et al. 2009. Rapid Commun Mass Spectrom. 23: 1659-68. PMID: 19412917
- Rapid quantitative profiling of N-glycan by the glycan-labeling method using 3-aminoquinoline/α-cyano-4-hydroxycinnamic acid. | Kaneshiro, K., et al. 2012. Anal Chem. 84: 7146-51. PMID: 22830976
- Improvement of mass spectrometry analysis of glycoproteins by MALDI-MS using 3-aminoquinoline/α-cyano-4-hydroxycinnamic acid. | Watanabe, M., et al. 2013. Anal Bioanal Chem. 405: 4289-93. PMID: 23380952
- α-Cyano-4-hydroxycinnamic acid, sinapinic acid, and ferulic acid as matrices and alkylating agents for matrix-assisted laser desorption/ionization time-of-flight mass spectrometric analysis of cysteine-containing peptides. | Yang, H., et al. 2013. Rapid Commun Mass Spectrom. 27: 1410-2. PMID: 23681820
- Bioactivity Focus of α-Cyano-4-hydroxycinnamic acid (CHCA) Leads to Effective Multifunctional Aldose Reductase Inhibitors. | Zhang, L., et al. 2016. Sci Rep. 6: 24942. PMID: 27109517
- A boronic acid modified binary matrix consisting of boron nitride and α-cyano-4-hydroxycinnamic acid for determination of cis-diols by MALDI-TOF MS. | Chen, YS., et al. 2019. Mikrochim Acta. 186: 591. PMID: 31372763
- A novel strategy for glioblastoma treatment combining alpha-cyano-4-hydroxycinnamic acid with cetuximab using nanotechnology-based delivery systems. | Ferreira, NN., et al. 2020. Drug Deliv Transl Res. 10: 594-609. PMID: 31981140
- In Vitro and In Vivo Efficacy of AZD3965 and Alpha-Cyano-4-Hydroxycinnamic Acid in the Murine 4T1 Breast Tumor Model. | Guan, X. and Morris, ME. 2020. AAPS J. 22: 84. PMID: 32529599
- Validation of an innovative analytical method for simultaneous quantification of alpha-cyano-4-hydroxycinnamic acid and the monoclonal antibody cetuximab using HPLC from PLGA-based nanoparticles. | Ferreira, NN., et al. 2020. J Pharm Biomed Anal. 190: 113540. PMID: 32846401
- α-Cyano-4-hydroxycinnamic Acid and Tri-Potassium Citrate Salt Pre-Coated Silicon Nanopost Array Provides Enhanced Lipid Detection for High Spatial Resolution MALDI Imaging Mass Spectrometry. | Dufresne, M., et al. 2021. Anal Chem. 93: 12243-12249. PMID: 34449196
- Re-exploring α-Cyano-4-Hydroxycinnamic Acid as a Reactive Matrix for Selective Detection of Glutathione via MALDI-MS. | Guo, L., et al. 2021. J Am Soc Mass Spectrom. 32: 2837-2841. PMID: 34761928
- Effects of alpha-cyano-4-hydroxycinnamic acid on fatigue and recovery of isolated mouse muscle. | Clarke, PD., et al. 1995. J Muscle Res Cell Motil. 16: 611-7. PMID: 8750232
Inhibitor of:
α-KGD, 3 BP-1, ENO4, FAHD1, FBP, LIAS, MCT1, MCT13, MCT2, MPC1L, PDH-E1β, PDHA2, SCOCO, SLC13A5, SLC25A35, and WWC2.Activator of:
BRP44L, DIC, PDK4, TESP3, and TLCD1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
α-Cyano-4-hydroxycinnamic acid, 2 g | sc-254923 | 2 g | $42.00 |