Coniferin

CAS# 531-29-3

Coniferin

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Quality Control of Coniferin

Number of papers citing our products

Chemical structure

Coniferin

3D structure

Chemical Properties of Coniferin

Cas No. 531-29-3 SDF Download SDF
PubChem ID 5280372 Appearance Powder
Formula C16H22O8 M.Wt 342.3
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Synonyms (E)-Coniferin;124151-33-3;Coniferyl alcohol beta-D-glucoside;Abietin
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol
SMILES COC1=C(C=CC(=C1)C=CCO)OC2C(C(C(C(O2)CO)O)O)O
Standard InChIKey SFLMUHDGSQZDOW-FAOXUISGSA-N
Standard InChI InChI=1S/C16H22O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-5,7,12-21H,6,8H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1
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 Coniferin

The herbs of Acanthopanax gracilistylus

Biological Activity of Coniferin

DescriptionConiferin has ATP-dependent transport activity; the extracts of the Balanophora involucrate and trans-Coniferin have anti-oxidation effects; the chromogenic coniferin analog show the exclusive presence of beta-glucosidase activity in the differentiating xylem, similar to peroxidase activity.
TargetsATP | beta-Glucosidase
In vitro

A beta-glucosidase from lodgepole pine xylem specific for the lignin precursor coniferin.[Pubmed: 7724669]

Plant Physiol. 1995 Feb;107(2):331-9.

Coniferin, the glucoside of the monolignol coniferyl alcohol, accumulates to high levels in gymnosperms during spring-cambial reactivation. A cinnamyl alcohol glucoside/beta-glucosidase system is thought to play a key role in lignification by releasing the monolignol aglycones. Investigation of such an enzyme system in the xylem of Pinus contorta var latifolia Engelm. revealed two major beta-glucosidases.
METHODS AND RESULTS:
One efficiently hydrolyzed the native substrate, Coniferin, and the other was more active against synthetic glucosides. The Coniferin beta-glucosidase was purified to apparent homogeneity using anion exchange, hydrophobic interaction, and size-exclusion chromatography. The apparent native molecular weight was estimated to be 60,000. A dominant 28-kD protein and a minor 24-kD protein were detected in the purified preparation following sodium dodecyl sulfate-polyacrylamide gel electrophoresis. Immunological evidence from polyclonal antibodies directed against the synthetic N-terminal peptide of the 24-kD protein suggested that the native protein is a dimer of 28-kD subunit size.
CONCLUSIONS:
The N-terminal sequence showed that Coniferin beta-glucosidase has high homology to known plant beta-glucosidases. Coniferin, syringin, and a synthetic Coniferin analog were preferred substrates for the Coniferin beta-glucosidase. In situ localization using the chromogenic Coniferin analog showed the exclusive presence of beta-glucosidase activity in the differentiating xylem, similar to peroxidase activity.

Study of Anti-oxidation Effects of Extracts of Balanophora Involucrate and Trans-Coniferin.[Reference: WebLink]

Journal of China Three Gorges University, 2009, 31(3):99-101.


METHODS AND RESULTS:
To study the anti-oxidation effect of extracts of Balanophora involucrate and trans-Coniferin,using the methods of DHHP to study the anti-oxidation effect of extracts of Balanophora involucrate and trans-Coniferin.When the concentration of the extracts of Balanophora involucrate is 3 mg/mL,the absorbency is the least;other concentrations can definitly eliminate the DPPH free radical.
CONCLUSIONS:
The conclusion is that both the extracts of the Balanophora involucrate and trans-Coniferin have anti-oxidation effects.

Protocol of Coniferin

Kinase Assay

Proton-dependent coniferin transport, a common major transport event in differentiating xylem tissue of woody plants.[Pubmed: 23585651]

Plant Physiol. 2013 Jun;162(2):918-26.

Lignin biosynthesis is an essential physiological activity of vascular plants if they are to survive under various environmental stresses on land. The biosynthesis of lignin proceeds in the cell wall by polymerization of precursors; the initial step of lignin polymerization is the transportation of lignin monomers from the cytosol to the cell wall, which is critical for lignin formation. There has been much debate on the transported form of the lignin precursor, either as free monolignols or their glucosides.
METHODS AND RESULTS:
In this study, we performed biochemical analyses to characterize the membrane transport mechanism of lignin precursors using angiosperms, hybrid poplar (Populus sieboldii × Populus grandidentata) and poplar (Populus sieboldii), as well gymnosperms, Japanese cypress (Chamaecyparis obtusa) and pine (Pinus densiflora). Membrane vesicles prepared from differentiating xylem tissues showed clear ATP-dependent transport activity of Coniferin, whereas less than 4% of the Coniferin transport activity was seen for coniferyl alcohol. Bafilomycin A1 and proton gradient erasers markedly inhibited Coniferin transport in hybrid poplar membrane vesicles; in contrast, vanadate had no effect. Cis-inhibition experiments suggested that this transport activity was specific for Coniferin. Membrane fractionation of hybrid poplar microsomes demonstrated that transport activity was localized to the tonoplast- and endomembrane-rich fraction.
CONCLUSIONS:
Differentiating xylem of Japanese cypress exhibited almost identical transport properties, suggesting the involvement of a common endomembrane-associated proton/Coniferin antiport mechanism in the lignifying tissues of woody plants, both angiosperms and gymnosperms.

Coniferin Dilution Calculator

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Coniferin Molarity Calculator

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Preparing Stock Solutions of Coniferin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9214 mL 14.6071 mL 29.2141 mL 58.4283 mL 73.0353 mL
5 mM 0.5843 mL 2.9214 mL 5.8428 mL 11.6857 mL 14.6071 mL
10 mM 0.2921 mL 1.4607 mL 2.9214 mL 5.8428 mL 7.3035 mL
50 mM 0.0584 mL 0.2921 mL 0.5843 mL 1.1686 mL 1.4607 mL
100 mM 0.0292 mL 0.1461 mL 0.2921 mL 0.5843 mL 0.7304 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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References on Coniferin

Proton-dependent coniferin transport, a common major transport event in differentiating xylem tissue of woody plants.[Pubmed:23585651]

Plant Physiol. 2013 Jun;162(2):918-26.

Lignin biosynthesis is an essential physiological activity of vascular plants if they are to survive under various environmental stresses on land. The biosynthesis of lignin proceeds in the cell wall by polymerization of precursors; the initial step of lignin polymerization is the transportation of lignin monomers from the cytosol to the cell wall, which is critical for lignin formation. There has been much debate on the transported form of the lignin precursor, either as free monolignols or their glucosides. In this study, we performed biochemical analyses to characterize the membrane transport mechanism of lignin precursors using angiosperms, hybrid poplar (Populus sieboldii x Populus grandidentata) and poplar (Populus sieboldii), as well gymnosperms, Japanese cypress (Chamaecyparis obtusa) and pine (Pinus densiflora). Membrane vesicles prepared from differentiating xylem tissues showed clear ATP-dependent transport activity of Coniferin, whereas less than 4% of the Coniferin transport activity was seen for coniferyl alcohol. Bafilomycin A1 and proton gradient erasers markedly inhibited Coniferin transport in hybrid poplar membrane vesicles; in contrast, vanadate had no effect. Cis-inhibition experiments suggested that this transport activity was specific for Coniferin. Membrane fractionation of hybrid poplar microsomes demonstrated that transport activity was localized to the tonoplast- and endomembrane-rich fraction. Differentiating xylem of Japanese cypress exhibited almost identical transport properties, suggesting the involvement of a common endomembrane-associated proton/Coniferin antiport mechanism in the lignifying tissues of woody plants, both angiosperms and gymnosperms.

A beta-glucosidase from lodgepole pine xylem specific for the lignin precursor coniferin.[Pubmed:7724669]

Plant Physiol. 1995 Feb;107(2):331-9.

Coniferin, the glucoside of the monolignol coniferyl alcohol, accumulates to high levels in gymnosperms during spring-cambial reactivation. A cinnamyl alcohol glucoside/beta-glucosidase system is thought to play a key role in lignification by releasing the monolignol aglycones. Investigation of such an enzyme system in the xylem of Pinus contorta var latifolia Engelm. revealed two major beta-glucosidases. One efficiently hydrolyzed the native substrate, Coniferin, and the other was more active against synthetic glucosides. The Coniferin beta-glucosidase was purified to apparent homogeneity using anion exchange, hydrophobic interaction, and size-exclusion chromatography. The apparent native molecular weight was estimated to be 60,000. A dominant 28-kD protein and a minor 24-kD protein were detected in the purified preparation following sodium dodecyl sulfate-polyacrylamide gel electrophoresis. Immunological evidence from polyclonal antibodies directed against the synthetic N-terminal peptide of the 24-kD protein suggested that the native protein is a dimer of 28-kD subunit size. The N-terminal sequence showed that Coniferin beta-glucosidase has high homology to known plant beta-glucosidases. Coniferin, syringin, and a synthetic Coniferin analog were preferred substrates for the Coniferin beta-glucosidase. In situ localization using the chromogenic Coniferin analog showed the exclusive presence of beta-glucosidase activity in the differentiating xylem, similar to peroxidase activity.

Description

Coniferin (Laricin) is a glucoside of coniferyl alcohol. Coniferin inhibits fungal growth and melanization.

Keywords:

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