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(E)-N-Caffeoylputrescine

CAS# 29554-26-5

(E)-N-Caffeoylputrescine

Catalog No. BCC8391----Order now to get a substantial discount!

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(E)-N-Caffeoylputrescine: 5mg $299 In Stock
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Quality Control of (E)-N-Caffeoylputrescine

Number of papers citing our products

Chemical structure

(E)-N-Caffeoylputrescine

3D structure

Chemical Properties of (E)-N-Caffeoylputrescine

Cas No. 29554-26-5 SDF Download SDF
PubChem ID 439877 Appearance Powder
Formula C13H18N2O3 M.Wt 250.3
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name N-(4-aminobutyl)-3-(3,4-dihydroxyphenyl)prop-2-enamide
SMILES C1=CC(=C(C=C1C=CC(=O)NCCCCN)O)O
Standard InChIKey KTZNZCYTXQYEHT-UHFFFAOYSA-N
Standard InChI InChI=1S/C13H18N2O3/c14-7-1-2-8-15-13(18)6-4-10-3-5-11(16)12(17)9-10/h3-6,9,16-17H,1-2,7-8,14H2,(H,15,18)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of (E)-N-Caffeoylputrescine

The herbs of Exochorda racemosa

Biological Activity of (E)-N-Caffeoylputrescine

DescriptionN-Caffeoylputrescine has antioxidant activity.
In vitro

Antioxidant activity of phenolics in leaves of three red pepper (Capsicum annuum) cultivars.[Pubmed: 24087837 ]

J Agric Food Chem. 2014 Jan 29;62(4):850-9.

The antioxidant properties and phenolic profiles were first investigated in this paper on the leaves of three red pepper cultivars, Blackcuban (BCPL), Hongjinju (HPL), and Yeokgang-hongjanggun (YHPL).
METHODS AND RESULTS:
Of the ethanol extract of the three cultivars, BCPL showed potent antioxidant activities against the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and the 2,2-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical. Nine antioxidative compounds from the red pepper leaves were isolated and identified as one polyamine phenolic conjugate, N-caffeoylputrescine ((E)-N-Caffeoylputrescine,1); three chlorogenic acid derivatives, 5-O-caffeoylquinic acid (2), 5-O-caffeoylquinic acid methyl ester (4), and 5-O-caffeoylquinic acid butyl ester (9); one anthocyanin, delphinidin-3-[4-trans-coumaroyl-l-rhamnosyl(1→6)glucopyranoside]-5-O-glucopyranoside (3); and four flavone glycosides, luteolin-7-O-apiofuranosyl(1→2)glucopyranoside (5), luteolin-7-O-glucopyranoside (6), apigenin 7-O-apiofuranosyl(1→2)glucopyranoside (7), apigenin-7-O-glucopyranoside (8).
CONCLUSIONS:
1 and 3 had the greatest potential for radical-scavenging activity and HepG2 cells protecting effect against oxidative stress. BCPL exhibited the highest content of 1 and 3. Of the three cultivars BCPL may be considered a good source of antioxidants.

Protocol of (E)-N-Caffeoylputrescine

Structure Identification
Phytochemistry (Oxford), 1996, 42(2):389-396.

Changes in the accumulation of soluble and cell wall-bound phenolics in elicitor-treated cell suspension cultures and fungus-infected leaves of Solanum tuberosum.[Reference: WebLink]

Cell suspension cultures of potato (Solanum tuberosum cv. Datura) treated with an elicitor preparation from Phytophthora infestans and potato leaves infected with the same fungus were used to study changes in the accumulation patterns of soluble and cell wall-bound phenolics.
METHODS AND RESULTS:
The compounds were identified by chromatographic comparison with authentic substances and by spectroscopic methods (FAB mass spectrometry, 1H and 13C NMR). The soluble phenolics were 4-O-β-glucopyranosylhydroquinone (arbutin), 4-O-β-glucopyranosylbenzoate, 3-methoxy-4-O-β-glucopyranosylbenzoate (vanillate glucoside), N-(E)-caffeoylputrescine((E)-N-Caffeoylputrescine), 2-O-β-glucopyranosylbenzoate (salicylate glucoside), N-(E)-feruloylputrescine, and N-(E)-feruloylaspartate. The cell wall-bound phenolics were 4-hydroxybenzoate, 4-hydroxybenzaldehyde, 3-methoxy-4-hydroxybenzaldehyde (vanillin), 4-(E)-coumarate, (E)-ferulate, N-4-(E)-coumaroyltyramine, and N-(E)-feruloyltyramine.
CONCLUSIONS:
The most prominent phenolics showing elicitor- or fungus-induced increases in accumulation rates were the soluble putrescine amides and cell wall-bound 4-hydroxybenzaldehyde and tyramine amides. In addition, there was a secretion of large amounts of coumaroyltyramine into the cell culture medium.

(E)-N-Caffeoylputrescine Dilution Calculator

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(E)-N-Caffeoylputrescine Molarity Calculator

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Preparing Stock Solutions of (E)-N-Caffeoylputrescine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.9952 mL 19.976 mL 39.9521 mL 79.9041 mL 99.8801 mL
5 mM 0.799 mL 3.9952 mL 7.9904 mL 15.9808 mL 19.976 mL
10 mM 0.3995 mL 1.9976 mL 3.9952 mL 7.9904 mL 9.988 mL
50 mM 0.0799 mL 0.3995 mL 0.799 mL 1.5981 mL 1.9976 mL
100 mM 0.04 mL 0.1998 mL 0.3995 mL 0.799 mL 0.9988 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Description

N-​Caffeoylputrescine,​(E)​- is a caffeic acid amide found in the tobacco plants (Nicotiana tabacum L.).

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