1,2-O-Isopropylideneglycerol - CAS 100-79-8
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Solketal; 2,2-Dimethyl-1,3-dioxolane-4-methanol; 2,2-Dimethyl-4-hydroxymethyl-1,3-dioxolane
1.Alkaline lipase from Pseudomonas fluorescens non-covalently immobilised on pristine versus oxidised multi-wall carbon nanotubes as efficient and recyclable catalytic systems in the synthesis of Solketal esters.
Boncel S1, Zniszczoł A, Szymańska K, Mrowiec-Białoń J, Jarzębski A, Walczak KZ. Enzyme Microb Technol. 2013 Sep 10;53(4):263-70. doi: 10.1016/j.enzmictec.2013.05.003. Epub 2013 May 22.
In order to produce effective and recyclable catalysts for enantioselective transesterification in the industrial applications, alkaline lipase from Pseudomonas fluorescens was non-covalently immobilised (ca. 6 wt%) on pristine multi-wall carbon nanotubes (MWCNTs) and oxidised MWCNTs (O-MWCNTs) using an adsorption technique. Mesoporous silica modified with n-octyl groups was used as a reference support. Irreversible transesterifications of three vinyl esters (acyl donors) by racemic Solketal with a chromatographically (GC) traced kinetics were selected as model reactions. The undertaken comparative studies revealed that different morphology and chemical functionalisation of the supports led to various enzyme loadings, catalytic activities and enantioselectivities. MWCNT-lipase emerged as the exceptionally active (yield up to 98%, t=1h, 1320 Ug(-1), i.e. 9 times more active than native enzyme) whereas lipase immobilised on O-MWCNTs as the most enantioselective system, particularly for longer acyl chain esters (e.
2.Evaluation of 14 organic solvents and carriers for screening applications in zebrafish embryos and larvae.
Maes J1, Verlooy L, Buenafe OE, de Witte PA, Esguerra CV, Crawford AD. PLoS One. 2012;7(10):e43850. doi: 10.1371/journal.pone.0043850. Epub 2012 Oct 17.
Zebrafish are rapidly growing in popularity as an in vivo model system for chemical genetics, drug discovery, and toxicology, and more recently also for natural product discovery. Experiments involving the pharmacological evaluation of small molecules or natural product extracts in zebrafish bioassays require the effective delivery of these compounds to embryos and larvae. While most samples to be screened are first solubilized in dimethyl sulfoxide (DMSO), which is then diluted in the embryo medium, often this method is not sufficient to prevent the immediate or eventual precipitation of the sample. Certain compounds and extracts are also not highly soluble in DMSO. In such instances the use of carriers and/or other solvents might offer an alternative means to achieve the required sample concentration. Towards this end, we determined the maximum tolerated concentration (MTC) of several commonly used solvents and carriers in zebrafish embryos and larvae at various developmental stages.
3.Chemoenzymatic solvent-free synthesis of 1-monopalmitin using a microwave reactor.
Torregrosa R, Balcells M, Torres M, Canela-Garayoa R. Nat Prod Commun. 2014 Aug;9(8):1095-8.
An environmentally friendly method for the synthesis of 1-monopalmitin has been developed. The procedure consists of a two-step, solvent-free chemoenzymatic reaction. In the first step, palmitic acid is esterified with solketal (4-hydroxymethyl-2,2-dimethyl-1,3-dioxolane) using Novozym 435 by both conventional heating and microwave irradiation. The use of a microwave reactor allows the enzymatic synthesis of the intermediate compound with a similar yield as that achieved using conventional heating. In the second step, 1,2-acetonide-3-palmitoyl glycerol is cleaved to yield 1-monopalmitin by means of a cation-exchange resin and water or aliphatic alcohols as hydrolytic reagent in solvent-free conditions. The hydrolysis was accomplished in 15 min at 85 degrees C. The best yield was obtained using 1-pentanol. We conclude that the yield achieved depends on the batch and nature of the cation-exchange resin used as catalyst.
4.Synthesis of the Fatty Esters of Solketal and Glycerol-Formal: Biobased Specialty Chemicals.
Perosa A1, Moraschini A2, Selva M3, Noè M4. Molecules. 2016 Jan 30;21(2). pii: E170. doi: 10.3390/molecules21020170.
The caprylic, lauric, palmitic and stearic esters of solketal and glycerol formal were synthesized with high selectivity and in good yields by a solvent-free acid catalyzed procedure. No acetal hydrolysis was observed, notwithstanding the acidic reaction conditions.
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CAS 100-79-8 1,2-O-Isopropylideneglycerol

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