MedKoo Cat#: 574011 | Name: α-Cyano-4-hydroxycinnamic acid
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

α-Cyano-4-hydroxycinnamic acid is an inhibitor of monocarboxylate transporter 1 (MCT1) that blocks pyruvate transport in rat heart mitochondria. It is commonly used as a matrix to facilitate peptide ionization in matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry applications.

Chemical Structure

α-Cyano-4-hydroxycinnamic acid
α-Cyano-4-hydroxycinnamic acid
CAS#28166-41-8

Theoretical Analysis

MedKoo Cat#: 574011

Name: α-Cyano-4-hydroxycinnamic acid

CAS#: 28166-41-8

Chemical Formula: C10H7NO3

Exact Mass: 189.0426

Molecular Weight: 189.17

Elemental Analysis: C, 63.49; H, 3.73; N, 7.40; O, 25.37

Price and Availability

Size Price Availability Quantity
2g USD 400.00
10g USD 600.00
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
α-CHCA, α-Cyano-4-hydroxycinnamic acid, CHC
IUPAC/Chemical Name
2-cyano-3-(4-hydroxyphenyl)-2-propenoic acid
InChi Key
AFVLVVWMAFSXCK-VMPITWQZSA-N
InChi Code
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 Code
OC1=CC=C(/C=C(C(O)=O)\C#N)C=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
λmax: 242, 344 nm

Preparing Stock Solutions

The following data is based on the product molecular weight 189.17 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Harykrishnan S, Ganapathy M, Abinaya K, Meenakumari S, Thirumavalavan M, Anbu P, Pachaiappan R. An evaluation study on screening, partial purification, and characterization of proteins and antioxidant peptides from two varieties of Clitoria Ternatea. Int J Biol Macromol. 2024 Dec 3:138312. doi: 10.1016/j.ijbiomac.2024.138312. Epub ahead of print. PMID: 39638174. 2: Shitova AA, Filimonova MV, Soldatova OV, Volkova IK, Rybachuk VA, Shevchenko LI, Surinova VI, Kaprin AD, Shegay PV, Ivanov SA, Shlyakhto EV, Filimonov AS. In Vitro and In Vivo Antitumor Activities of Isothiourea and Cinnamic Acid Derivative with NOS/MCT Inhibitory Effect. Bull Exp Biol Med. 2024 Nov;178(1):68-74. doi: 10.1007/s10517-024-06284-9. Epub 2024 Nov 22. PMID: 39572496. 3: Strnad J, Soural M, Šebela M. A New Activity Assay Method for Diamine Oxidase Based on Matrix-Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry. Molecules. 2024 Oct 14;29(20):4878. doi: 10.3390/molecules29204878. PMID: 39459245; PMCID: PMC11509957. 4: Adolphs T, Bäumer M, Bosse F, Ravoo BJ, Peterson RE, Arlinghaus HF, Tyler BJ. ToF-SIMS Investigation of Environmental Effects on Analyte Migration in Matrix Coatings for Mass Spectrometry Imaging Using a Newly Developed Vapor Deposition System. J Am Soc Mass Spectrom. 2024 Dec 4;35(12):3163-3169. doi: 10.1021/jasms.4c00340. Epub 2024 Oct 11. PMID: 39392610. 5: Hu Y, Zou H, Zhong Z, Li Q, Zeng Q, Ouyang Q, Zou X, Wang M, Luo Y, Yao D. The Role of Astrocyte-Neuron Lactate Shuttle in Neuropathic Orofacial Pain. J Oral Rehabil. 2024 Dec;51(12):2513-2528. doi: 10.1111/joor.13847. Epub 2024 Aug 29. PMID: 39209792. 6: Minenkova IV, Lebedev VV, Buryak AK. Application of matrix-assisted laser desorption/ionization in the studies of phosphotungstic acid. Rapid Commun Mass Spectrom. 2024 Sep;38(18):e9870. doi: 10.1002/rcm.9870. PMID: 39004785. 7: Wang Z, Wang J, Xu W, Qiao L, Xie Y, Gao M, Wang D, Li C. Fasting-Mimicking Diet Facilitates Anti-tumor Therapeutic Effects by Nutrient-Sensitive Nanocomposites. Adv Healthc Mater. 2024 Sep;13(23):e2400943. doi: 10.1002/adhm.202400943. Epub 2024 Jun 19. PMID: 38856967. 8: Chin ST, Boughton BA, Gay MCL, Russell AC, Wang Y, Nambiar V, McHenry MP, Holmes E, Nicholson JK, Loo RL. Unravelling inulin molecules in food sources using a matrix-assisted laser desorption/ionization magnetic resonance mass spectrometry (MALDI-MRMS) pipeline. Food Res Int. 2024 May;184:114276. doi: 10.1016/j.foodres.2024.114276. Epub 2024 Mar 25. PMID: 38609208. 9: Ngai YT, Briggs MT, Mittal P, Young C, Parkinson-Lawrence E, Klingler- Hoffmann M, Orgeig S, Hoffmann P. Mass spectrometry imaging protocol for spatial mapping of lipids, N-glycans and peptides in murine lung tissue. Rapid Commun Mass Spectrom. 2024 May 15;38(9):e9721. doi: 10.1002/rcm.9721. PMID: 38525810. 10: Zhang YX, Zhang YD, Shi YP. Novel Small Molecule Matrix Screening for Simultaneous MALDI Mass Spectrometry Imaging of Multiple Lipids and Phytohormones. J Agric Food Chem. 2024 Mar 27;72(12):6762-6771. doi: 10.1021/acs.jafc.4c00309. Epub 2024 Mar 13. PMID: 38478706. 11: Arendowski A, Sibińska E, Miśta W, Fijałkowski P, Złoch M, Gabryś D, Pomastowski P. Study of sample preparation influence on bacterial lipids profile in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Lipids. 2024 Jan;59(1):13-26. doi: 10.1002/lipd.12383. Epub 2023 Dec 7. PMID: 38062798. 12: Fu J, Gu J, Bao Z, Zhou Y, Hu H, Yang C, Wu R, Liu H, Qin L, Xu H, Li J, Guo H, Wang L, Zhou Y, Wang X, Li G. 2,5-Dihydroxyterephthalic Acid: A Matrix for Improved Detection and Imaging of Amino Acids. Anal Chem. 2023 Dec 26;95(51):18709-18718. doi: 10.1021/acs.analchem.3c01731. Epub 2023 Nov 28. PMID: 38018128. 13: Lu T, Freytag L, Narayana VK, Moore Z, Oliver SJ, Valkovic A, Nijagal B, Peterson AL, de Souza DP, McConville MJ, Whittle JR, Best SA, Freytag S. Matrix Selection for the Visualization of Small Molecules and Lipids in Brain Tumors Using Untargeted MALDI-TOF Mass Spectrometry Imaging. Metabolites. 2023 Nov 9;13(11):1139. doi: 10.3390/metabo13111139. PMID: 37999235; PMCID: PMC10673325. 14: Liao J, Wang H, Zhou S, Liu Y, Zhao X, Pan Y. α-Cyano-3-aminocinnamic acid: A novel reactive matrix for qualitative and quantitative analysis of plant N-glycans by MALDI-MS. Anal Chim Acta. 2023 Dec 1;1283:341970. doi: 10.1016/j.aca.2023.341970. Epub 2023 Oct 26. PMID: 37977803. 15: Vélez EJ, Schnebert S, Goguet M, Balbuena-Pecino S, Dias K, Beauclair L, Fontagné-Dicharry S, Véron V, Depincé A, Beaumatin F, Herpin A, Seiliez I. Chaperone-mediated autophagy protects against hyperglycemic stress. Autophagy. 2024 Apr;20(4):752-768. doi: 10.1080/15548627.2023.2267415. Epub 2023 Oct 12. PMID: 37798944; PMCID: PMC11062381. 16: Adolphs T, Heeger M, Bosse F, Ravoo BJ, Peterson RE, Arlinghaus HF, Tyler BJ. Matrix-Enhanced SIMS: The Influence of Primary Ion Species and Cluster Size on Ion Yield and Ion Yield Enhancement of Lipids. J Am Soc Mass Spectrom. 2023 Oct 4;34(10):2211-2221. doi: 10.1021/jasms.3c00173. Epub 2023 Sep 15. PMID: 37713531. 17: Duan X, Tian H, Zheng S, Zhu J, Li C, He B, Li L, Jiang H, Lu S, Feng Y, Bentley GT, Zhang W, Huang C, Gao W, Xie N, Xie K. Photothermal-Starvation Therapy Nanomodulator Capable of Inhibiting Colorectal Cancer Recurrence and Metastasis by Energy Metabolism Reduction. Adv Healthc Mater. 2023 Oct;12(26):e2300968. doi: 10.1002/adhm.202300968. Epub 2023 Aug 13. PMID: 37543843. 18: McDonald RG, Poulos DA, Woodall B, Gutzwiller L, Sheth RA, Good BC, Crouch AC. A MALDI Mass Spectrometry Imaging Sample Preparation Method for Venous Thrombosis with Initial Lipid Characterization of Lab-Made and Murine Clots. J Am Soc Mass Spectrom. 2023 Sep 6;34(9):1879-1889. doi: 10.1021/jasms.3c00079. Epub 2023 Jul 13. PMID: 37439461. 19: Carmona-Sarabia L, Quiñones Vélez G, Escalera-Joy AM, Mojica-Vázquez D, Esteves-Vega S, Peterson-Peguero EA, López-Mejías V. Design of Extended Bisphosphonate-Based Coordination Polymers as Bone-Targeted Drug Delivery Systems for Breast Cancer-Induced Osteolytic Metastasis and Other Bone Therapies. Inorg Chem. 2023 Jun 19;62(24):9440-9453. doi: 10.1021/acs.inorgchem.3c00542. Epub 2023 Jun 6. PMID: 37278598. 20: Lu Y, Dai J, Zhang S, Qiao J, Lian H, Mao L. Identification of Characteristic Peptides of Casein in Cow Milk Based on MALDI-TOF MS for Direct Adulteration Detection of Goat Milk. Foods. 2023 Apr 3;12(7):1519. doi: 10.3390/foods12071519. PMID: 37048340; PMCID: PMC10094125.