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 language | English |
|---|---|
| Pages (from-to) | 1-9 |
| Number of pages | 9 |
| Journal | Journal of Chromatography A |
| Volume | 1468 |
| DOIs | |
| Publication status | Published - 14 Oct 2016 |
Keywords
- Ergosterol
- Ergosteryl esters
- Molecularly imprinted polymers
- Semi-covalent molecular imprinting
- Solid-phase extraction
- Sterol competitors
Cite this
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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 journal › Article › Research › peer-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 -