4-Nitrocinnamic acid | CAS:619-89-6 | Manufacturer ChemFaces

4-Nitrocinnamic acid

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Description:

4-Nitrocinnamic acid is a photosensitive compound. 4-Nitrocinnamic acid has inhibitory effects on tyrosinase.

In vitro:

US 8758864 B2[P]. 2014.

Photosensitive semiconductor nanocrystals, photosensitive composition comprising semiconductor nanocrystals and method for forming semiconductor nanocrystal pattern using the same[Reference: WebLink]

4. The organic-inorganic hybrid electroluminescent device according to claim 1, wherein the compound containing a photosensitive functional group is selected from a group consisting of methacrylic acid, crotonic acid, vinylacetic acid, tiglic acid, 3,3-dimethylacrylic acid, trans-2-pentenoic acid, 4-pentenoic acid, trans-2-methyl-2-pentenoic acid, 2,2-dimethyl-4-pentenoic acid, trans-2-hexenoic acid, trans-3-hexenoic acid, 2-ethyl-2-hexenoic acid, 6-heptenoic acid, 2-octenoic acid, citronellic acid, undecylenic acid, myristoleic acid, palmitoleic acid, oleic acid, elaidic acid, cis-11-elcosenoic acid, euric acid, nervonic acid, trans-2,4-pentadienoic acid, 2,4-hexadienoic acid, 2,6-heptadienoic acid, geranic acid, linoleic acid, 11,14-eicosadienoic acid, cis-8,11,14-eicosatrienoic acid, arachidonic acid, cis-5,8,11,14,17-eicosapentaenoic acid, cis-4,7,10,13,16,19-docosahexaenoic acid, fumaric acid, maleic acid, itaconic acid, ciraconic acid, mesaconic acid, trans-glutaconic acid, trans-beta-hydromuconic acid, trans-traumatic acid, trans-muconic acid, cis-aconitic acid, trans-aconitic acid, cis-3-chloroacrylic acid, trans-3-chloroacrylic acid, 2-bromoacrylic acid, 2-(trifluoromethyl)acryl-ic acid, trans-styrylacetic acid, trans-cinnamic acid, alpha.-methylcinnamic acid, 2-methylcinnamic acid, 2-fluorocinnamic acid, 2-(trifluoromethyl)cinnamic acid, 2-chlorocinnamic acid, 2-methoxycinnamic acid, 2-hydroxycinnamic acid, 2-nitrocinnamic acid, 2-carboxycinnamic acid, trans-3-fluorocinnamic acid, 3-(trifluoromethyl)cinnamic acid, 3-chlorocinnamic acid, 3-bromocinnamic acid, 3-methoxycinnamic acid, 3-hydroxycinnamic acid, 3-nitrocinnamic acid, 4-Methylcinnamic acid, 4-fluorocinnamic acid, trans-4-(trifluoromethyl)-cinnamic acid, 4-chlorocinnamic acid, 4-bromocinnamic acid, 4-methoxycinnamic acid, 4-hydroxycinnamic acid, 4-Nitrocinnamic acid, 3,3-dimethoxycinnamic acid, 4-vinylbenzoic acid, allyl methyl sulfide, allyl disulfide, diallyl amine, oleylamine, 3-amino-1-propanol vinyl ether, 4-chlorocinnamonitrile, 4-methoxycinnamonitrile, 3,4-dimethoxycinnamonitrile, 4-dimethylaminocinnamonitrile, acrylonitrile, allyl cyanide, crotononitrile, methacrylonitrile, cis-2-pentenenitrile, trans-3-pentenenitrile, 3,7-dimethyl-2,6-octadienenitrile, and 1,4-dicyano-2-butene.

4-Nitrocinnamic acid Description

Source:	The heartwoods of Cassia garrettiana
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Kinase Assay:

Int J Biol Macromol. 2017 Feb;95:1289-1297

Inhibition kinetics and molecular simulation of p-substituted cinnamic acid derivatives on tyrosinase.[Pubmed: 27840215]

This study was to investigate the inhibition effects of para-substituted cinnamic acid derivatives (4-chlorocinnamic acid, 4-ethoxycinnamic acid and 4-Nitrocinnamic acid) on tyrosinase catalyzing the substrates, with the purpose of elucidating the inhibition mechanism of the tested derivatives on tyrosinase by the UV-vis spectrum, fluorescence spectroscopy, copper interacting and molecular docking, respectively.
METHODS AND RESULTS:
The native-PAGE results showed that 4-chlorocinnamic acid (4-CCA), 4-ethoxycinnamic acid (4-ECA) and 4-Nitrocinnamic acid (4-NCA) had inhibitory effects on tyrosinase. Spectrophotometric analysis used to determine the inhibition capabilities of these compounds on tyrosinase catalyzing L-tyrosine (L-Tyr) and L-3,4-Dihydroxyphenylalanine (L-DOPA) as well. The IC50 values and inhibition constants were further determined. Moreover, quenching mechanisms of tested compounds to tyrosinase belonged to static type and a red shift on fluorescence emission peak occurred when 4-NCA added. Copper interacting and molecular docking demonstrated that 4-CCA could not bind directly to the copper, but it could interact with residues in the active center of tyrosinase. Meanwhile, 4-ECA and 4-NCA could chelate a copper ion of tyrosinase.
CONCLUSIONS:
Anti-tyrosinase activities of para-substituted cinnamic acid derivatives would lay scientific foundation for their utilization in designing of novel tyrosinase inhibitors.

Structure Identification:

J Biol Chem. 1985 Oct 5;260(22):11962-9.

Chloroperoxidase-catalyzed halogenation of trans-cinnamic acid and its derivatives.[Pubmed: 4044583 ]

Several 2,3-unsaturated carboxylic acids, such as trans-cinnamic acid and its derivatives, were found to be halogenated by chloroperoxidase of Caldariomyces fumago in the presence of hydrogen peroxide and either Cl- or Br-.
METHODS AND RESULTS:
Cinnamic acid, 4-hydroxycinnamic acid, 4-methoxycinnamic acid, and 3,4-dimethoxycinnamic acid were suitable substrates of chloroperoxidase, and were converted to 2-halo-3-hydroxycarboxylic acid, 2,3-dihydroxycarboxylic acid, decarboxylated halohydrin, or decarboxylated halocompound. However, 4-Nitrocinnamic acid and 4-chlorocinnamic acid having electron-attracting groups did not serve as a substrate of the enzyme. The enzyme also did not act on acrylic acid, acrylamide, crotonic acid, fumaric acid, etc.
CONCLUSIONS:
From these data, the enzymatic reactions of chloroperoxidase, concerning the substrate specificity, stereoselectivity, and the reaction mechanism, are discussed on the basis of current knowledge regarding the reaction mechanism of the enzyme. Also they are compared with the chemical reactions of molecular halogen and hypohalous acid.

Product Name	4-Nitrocinnamic acid
Price:	$30 / 20mg
CAS No.:	619-89-6
Catalog No.:	CFN98185
Molecular Formula:	C₉H₇NO₄
Molecular Weight:	193.16 g/mol
Purity:	>=98%
Type of Compound:	Phenylpropanoids
Physical Desc.:	Yellow cryst.
Source:	The heartwoods of Cassia garrettiana
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Inhibitors Compound Library Food additives Compound Library Photosensitizer Compound Library Phenylpropanoids Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	5.1771 mL	25.8853 mL	51.7706 mL	103.5411 mL	129.4264 mL
5 mM	1.0354 mL	5.1771 mL	10.3541 mL	20.7082 mL	25.8853 mL
10 mM	0.5177 mL	2.5885 mL	5.1771 mL	10.3541 mL	12.9426 mL
50 mM	0.1035 mL	0.5177 mL	1.0354 mL	2.0708 mL	2.5885 mL
100 mM	0.0518 mL	0.2589 mL	0.5177 mL	1.0354 mL	1.2943 mL

CFN96113	Methyl 4-hydroxycinnamate	19367-38-5	178.2	C₁₀H₁₀O₃
CFN97218	p-Coumaric acid ethyl ester	7362-39-2	192.2	C₁₁H₁₂O₃
CFN98180	Ethyl 4-methoxycinnamate	24393-56-4	206.24	C₁₂H₁₄O₃
CFN95563	Octyl 3-(4-hydroxyphenyl)prop-2-enoate	N/A	276.4	C₁₇H₂₄O₃
CFN96152	Methyl 3-(4-methoxyphenyl)propanoate	15823-04-8	194.2	C₁₁H₁₄O₃
CFN96138	Ethyl 3-(4-methoxyphenyl)propanoate	22767-72-2	208.3	C₁₂H₁₆O₃
CFN96379	Methyl p-hydroxyphenyllactate	51095-47-7	196.2	C₁₀H₁₂O₄
CFN96363	Ethyl p-hydroxyphenyllactate	62517-34-4	210.2	C₁₁H₁₄O₄
CFN95446	4-Methoxybenzoylacetic acid	13422-77-0	194.2	C₁₀H₁₀O₄
CFN99018	2,3-dihydroxy-3-(4-hydroxyphenyl)propanoic acid	100201-57-8	198.2	C₉H₁₀O₅