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Coniferin

$560

  • Brand : BIOFRON

  • Catalogue Number : BD-P0471

  • Specification : 98.0%(HPLC)

  • CAS number : 531-29-3

  • Formula : C16H22O8

  • Molecular Weight : 342.344

  • PUBCHEM ID : 5280372

  • Volume : 20mg

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Catalogue Number

BD-P0471

Analysis Method

HPLC,NMR,MS

Specification

98.0%(HPLC)

Storage

-20℃

Molecular Weight

342.344

Appearance

Off-white Powder

Botanical Source

Typhonium giganteum Engl.

Structure Type

Simple Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=CC(=C1)C=CCO)OC2C(C(C(C(O2)CO)O)O)O

Synonyms

4-[(1E)-3-Hydroxy-1-propen-1-yl]-2-methoxyphenyl β-D-glucopyranoside/coniferin/4-(3-Hydroxy-1-propenyl)-2-methoxyphenyl b-D-Glucopyranoside/4-Hydroxy-3-methoxy-1-(g-hydroxypropenyl)benzene-4-D-Glucoside/4-[(1E)-3-Hydroxyprop-1-en-1-yl]-2-methoxyphenyl β-D-glucopyranoside/(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol/Abietin/Laricin/4-[(1E)-3-Hydroxyprop-1-en-1-yl]-2-methoxyphenyl-β-D-glucopyranoside/β-D-Glucopyranoside, 4-[(1E)-3-hydroxy-1-propen-1-yl]-2-methoxyphenyl/coniferoside/Coniferosid

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol

Applications

Coniferin (Laricin) is a glucoside of coniferyl alcohol. Coniferin inhibits fungal growth and melanization[1].

Density

1.4±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

332.0±31.5 °C

Boiling Point

625.4±55.0 °C at 760 mmHg

Melting Point

186°C

InChl

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

InChl Key

SFLMUHDGSQZDOW-FAOXUISGSA-N

WGK Germany

RID/ADR

HS Code Reference

2933990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:531-29-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

15986215

Abstract

To gain insight into the behavior of monolignol glucoside in Ginkgo biloba L., we examined glucosides potentially involved in lignin biosynthetic pathway. Coniferin (coniferyl alcohol 4O-beta-D-glucoside) is a strong candidate for the storage form of monolignol. Coniferaldehyde glucoside may also have a role in lignin biosynthesis; this was examined with tracer experiments using labeled glucosides fed to stem segments. A series of tracer experiments showed that coniferin and coniferaldehyde glucoside were modified into coniferyl alcohol and then efficiently incorporated into lignin under the experimental conditions used. Interestingly, more than half of the administered coniferin underwent an oxidation to the aldehyde form before its aglycone; coniferyl alcohol was polymerized into lignin. This suggests that there is an alternative pathway for coniferin to enter the monolignol biosynthetic pathway, in addition to the direct pathway beginning with the deglucosylation of coniferin catalyzed by beta-glucosidase. Enzymatic assays revealed that coniferaldehyde glucoside was produced enzymatically from coniferin, and that coniferaldehyde glucoside can be deglucosylated to yield coniferaldehyde, which could be fated to become coniferyl alcohol . Albeit the findings cannot be taken as proof for the in-planta functioning, these results present a possibility for the existence of alternative pathway in which some of the stored coniferin is oxidized to coniferaldehyde glucoside, which is deglucosylated to generate coniferaldehyde that joins the monolignol biosynthesis pathway.

Title

Unexpected Behavior of Coniferin in Lignin Biosynthesis of Ginkgo Biloba L

Author

Yukiko Tsuji 1 , Fang Chen, Seiichi Yasuda, Kazuhiko Fukushima

Publish date

2005 Sep

PMID

26507270

Abstract

Matrix-assisted laser desorption/ionization mass spectrometric imaging (MALDI-MSI) was employed to detect monolignol glucosides in differentiating normal and compression woods of two Japanese softwoods, Chamaecyparis obtusa and Cryptomeria japonica Comparison of matrix-assisted laser desorption/ionization time-of-flight mass spectrometry collision-induced dissociation fragmentation analysis and structural time-of-flight (MALDI-TOF CID-FAST) spectra between coniferin and differentiating xylem also confirmed the presence of coniferin in differentiating xylem. However, as matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and MALDI-TOF CID-FAST spectra of sucrose were similar to those of coniferin, it was difficult to distinguish the distribution of coniferin and sucrose using MALDI-MSI and collision-induced dissociation measurement only. To solve this problem, osmium tetroxide vapor was applied to sections of differentiating xylem. This vapor treatment caused peak shifts corresponding to the introduction of two hydroxyl groups to the C=C double bond in coniferin. The treatment did not cause a peak shift for sucrose, and therefore was effective in distinguishing coniferin and sucrose. Thus, it was found that MALDI-MSI combined with osmium tetroxide vapor treatment is a useful method to detect coniferin in differentiating xylem.

KEYWORDS

Chamaecyparis obtusa; Cryptomeria japonica; MALDI-TOF-MS; compression wood; coniferin; lignification.

Title

Distribution of Coniferin in Differentiating Normal and Compression Woods Using MALDI Mass Spectrometric Imaging Coupled With Osmium Tetroxide Vapor Treatment

Author

Arata Yoshinaga 1 , Hiroshi Kamitakahara 2 , Keiji Takabe 3

Publish date

2016 May

PMID

27510918

Abstract

To clarify the role of coniferin in planta, semi-quantitative cellular distribution of coniferin in quick-frozen Ginkgo biloba L. (ginkgo) was visualized by cryo time-of-flight secondary ion mass spectrometry and scanning electron microscopy (cryo-TOF-SIMS/SEM) analysis. The amount and rough distribution of coniferin were confirmed through quantitative chromatography measurement using serial tangential sections of the freeze-fixed ginkgo stem. The lignification stage of the sample was estimated using microscopic observations. Coniferin distribution visualized at the transverse and radial surfaces of freeze-fixed ginkgo stem suggested that coniferin is stored in the vacuoles, and showed good agreement with the assimilation timing of coniferin to lignin in differentiating xylem. Consequently, it is suggested that coniferin is stored in the tracheid cells of differentiating xylem and is a lignin precursor.

Title

Distribution of Coniferin in Freeze-Fixed Stem of Ginkgo Biloba L. By cryo-TOF-SIMS/SEM

Author

Dan Aoki 1 , Yuto Hanaya 1 , Takuya Akita 1 , Yasuyuki Matsushita 1 , Masato Yoshida 1 , Katsushi Kuroda 2 , Sachie Yagami 1 , Ruka Takama 1 , Kazuhiko Fukushima 1

Publish date

2016 Aug 11