Recovery of ergosterol from the medicinal mushroom, Ganoderma tsugae var. Janniae, with a molecularly imprinted polymer derived from a cleavable monomer-template composite

Shima Hashim, Lachlan Schwarz, Basil Danylec, Khosse Mitri, Yuanzhong Yang, Reinhard Boysen, Milton Hearn

Research output: Contribution to journalArticleResearchpeer-review

Abstract

A semi-covalent imprinting strategy has been developed for the synthesis of molecularly-imprinted polymers specific for the fungal sterol, ergosterol, a biological precursor of vitamin D2. This imprinting approach involved a novel post-synthesis cleavable monomer-template composite, namely ergosteryl methacrylate, and resulted in the formation of an imprinted polymer that selectively and efficiently recognized ergosterol through non-covalent interactions. The derived molecularly-imprinted polymer and the corresponding non-imprinted polymer were systematically evaluated for their selectivity towards ergosterol via static and dynamic binding studies using various ergosteryl esters (e.g. ergosteryl-cinnamate, -ferulate, -coumarate, -ferulate acetate and -acetate, respectively) as competitors. Moreover, the binding capacity of the molecularly imprinted polymer for ergosterol was enhanced when the sample loading conditions involved the use of partially aqueous solvent mixtures, such as acetonitrile/water (9:1 (v/v) or 8:2 (v/v)). These attributes were exploited in a solid-phase extraction format, whereby ergosterol was obtained with excellent recoveries from an extract of the fruiting body powder of the medicinal fungus Ganoderma tsugae var. Janniae.

Original languageEnglish
Pages (from-to)1-9
Number of pages9
JournalJournal of Chromatography A
Volume1468
DOIs
Publication statusPublished - 14 Oct 2016

Keywords

  • Ergosterol
  • Ergosteryl esters
  • Molecularly imprinted polymers
  • Semi-covalent molecular imprinting
  • Solid-phase extraction
  • Sterol competitors

Cite this

@article{6e0dbe62821744f0a7e252770afc0457,
title = "Recovery of ergosterol from the medicinal mushroom, Ganoderma tsugae var. Janniae, with a molecularly imprinted polymer derived from a cleavable monomer-template composite",
abstract = "A semi-covalent imprinting strategy has been developed for the synthesis of molecularly-imprinted polymers specific for the fungal sterol, ergosterol, a biological precursor of vitamin D2. This imprinting approach involved a novel post-synthesis cleavable monomer-template composite, namely ergosteryl methacrylate, and resulted in the formation of an imprinted polymer that selectively and efficiently recognized ergosterol through non-covalent interactions. The derived molecularly-imprinted polymer and the corresponding non-imprinted polymer were systematically evaluated for their selectivity towards ergosterol via static and dynamic binding studies using various ergosteryl esters (e.g. ergosteryl-cinnamate, -ferulate, -coumarate, -ferulate acetate and -acetate, respectively) as competitors. Moreover, the binding capacity of the molecularly imprinted polymer for ergosterol was enhanced when the sample loading conditions involved the use of partially aqueous solvent mixtures, such as acetonitrile/water (9:1 (v/v) or 8:2 (v/v)). These attributes were exploited in a solid-phase extraction format, whereby ergosterol was obtained with excellent recoveries from an extract of the fruiting body powder of the medicinal fungus Ganoderma tsugae var. Janniae.",
keywords = "Ergosterol, Ergosteryl esters, Molecularly imprinted polymers, Semi-covalent molecular imprinting, Solid-phase extraction, Sterol competitors",
author = "Shima Hashim and Lachlan Schwarz and Basil Danylec and Khosse Mitri and Yuanzhong Yang and Reinhard Boysen and Milton Hearn",
year = "2016",
month = "10",
day = "14",
doi = "10.1016/j.chroma.2016.09.004",
language = "English",
volume = "1468",
pages = "1--9",
journal = "Journal of Chromatography A",
issn = "0021-9673",
publisher = "Elsevier",

}

Recovery of ergosterol from the medicinal mushroom, Ganoderma tsugae var. Janniae, with a molecularly imprinted polymer derived from a cleavable monomer-template composite. / Hashim, Shima; Schwarz, Lachlan; Danylec, Basil; Mitri, Khosse; Yang, Yuanzhong; Boysen, Reinhard; Hearn, Milton.

In: Journal of Chromatography A, Vol. 1468, 14.10.2016, p. 1-9.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - Recovery of ergosterol from the medicinal mushroom, Ganoderma tsugae var. Janniae, with a molecularly imprinted polymer derived from a cleavable monomer-template composite

AU - Hashim, Shima

AU - Schwarz, Lachlan

AU - Danylec, Basil

AU - Mitri, Khosse

AU - Yang, Yuanzhong

AU - Boysen, Reinhard

AU - Hearn, Milton

PY - 2016/10/14

Y1 - 2016/10/14

N2 - A semi-covalent imprinting strategy has been developed for the synthesis of molecularly-imprinted polymers specific for the fungal sterol, ergosterol, a biological precursor of vitamin D2. This imprinting approach involved a novel post-synthesis cleavable monomer-template composite, namely ergosteryl methacrylate, and resulted in the formation of an imprinted polymer that selectively and efficiently recognized ergosterol through non-covalent interactions. The derived molecularly-imprinted polymer and the corresponding non-imprinted polymer were systematically evaluated for their selectivity towards ergosterol via static and dynamic binding studies using various ergosteryl esters (e.g. ergosteryl-cinnamate, -ferulate, -coumarate, -ferulate acetate and -acetate, respectively) as competitors. Moreover, the binding capacity of the molecularly imprinted polymer for ergosterol was enhanced when the sample loading conditions involved the use of partially aqueous solvent mixtures, such as acetonitrile/water (9:1 (v/v) or 8:2 (v/v)). These attributes were exploited in a solid-phase extraction format, whereby ergosterol was obtained with excellent recoveries from an extract of the fruiting body powder of the medicinal fungus Ganoderma tsugae var. Janniae.

AB - A semi-covalent imprinting strategy has been developed for the synthesis of molecularly-imprinted polymers specific for the fungal sterol, ergosterol, a biological precursor of vitamin D2. This imprinting approach involved a novel post-synthesis cleavable monomer-template composite, namely ergosteryl methacrylate, and resulted in the formation of an imprinted polymer that selectively and efficiently recognized ergosterol through non-covalent interactions. The derived molecularly-imprinted polymer and the corresponding non-imprinted polymer were systematically evaluated for their selectivity towards ergosterol via static and dynamic binding studies using various ergosteryl esters (e.g. ergosteryl-cinnamate, -ferulate, -coumarate, -ferulate acetate and -acetate, respectively) as competitors. Moreover, the binding capacity of the molecularly imprinted polymer for ergosterol was enhanced when the sample loading conditions involved the use of partially aqueous solvent mixtures, such as acetonitrile/water (9:1 (v/v) or 8:2 (v/v)). These attributes were exploited in a solid-phase extraction format, whereby ergosterol was obtained with excellent recoveries from an extract of the fruiting body powder of the medicinal fungus Ganoderma tsugae var. Janniae.

KW - Ergosterol

KW - Ergosteryl esters

KW - Molecularly imprinted polymers

KW - Semi-covalent molecular imprinting

KW - Solid-phase extraction

KW - Sterol competitors

UR - http://www.scopus.com/inward/record.url?scp=84994415948&partnerID=8YFLogxK

UR - http://ac.els-cdn.com.ezproxy.lib.monash.edu.au/S0021967316311682/1-s2.0-S0021967316311682-main.pdf?_tid=ac676a7e-b51a-11e6-a6c1-00000aab0f27&acdnat=1480303864_65d0bb127cf5b6d361d05d4d044ec6ed

U2 - 10.1016/j.chroma.2016.09.004

DO - 10.1016/j.chroma.2016.09.004

M3 - Article

VL - 1468

SP - 1

EP - 9

JO - Journal of Chromatography A

JF - Journal of Chromatography A

SN - 0021-9673

ER -