Studies on the enantioselectivity in the lipase-catalyzed synthesis of monoacylglycerols from isopropylidene glycerol

1996 ◽  
Vol 10 (1) ◽  
pp. 25-30 ◽  
Author(s):  
M. Heidt ◽  
U. Bornscheuer ◽  
R. D. Schmid
Keyword(s):  
Isopropylidene Glycerol

Isopropylidene glycerol hydrogen phthalate as a resolving agent: a study of its diastereomeric salts with (S)- and (R)-1-phenylethylamine

2000 ◽  
Vol 11 (9) ◽  
pp. 1957-1964 ◽  
Author(s):  
Marco Pallavicini ◽  
Ermanno Valoti ◽  
Luigi Villa ◽  
Oreste Piccolo ◽  
Fabio Marchetti
Keyword(s):  
Hydrogen Phthalate ◽  
Diastereomeric Salts ◽  
Isopropylidene Glycerol

STUDIES ON REACTIONS RELATING TO CARBOHYDRATES AND POLYSACCHARIDES.: PART XXVI. STRUCTURE OF ACETONE GLYCEROL

1930 ◽  
Vol 2 (1) ◽  
pp. 35-41 ◽  
Author(s):  
Harold Hibbert ◽  
J. G. Morazain
Keyword(s):  
Low Temperature ◽  
Methyl Ether ◽  
Neutral Medium ◽  
Satisfactory Explanation ◽  
Isopropylidene Glycerol

The condensation of acetone with glycerol has been carried out in a neutral medium, at a low temperature, and the product shown to consist entirely of the five-membered isopropylidene-glycerol ketal. Based on this fact, the use of the substance for the determination of the structure of fats is therefore warranted. Isopropylidene-glycerol and its acetate readily hydrolyse on heating with water.No satisfactory explanation can, as yet, be offered for the non-formation of the six-membered ketal under the conditions outlined.Acetone, as previously shown by other workers, is capable of forming a six-membered cyclic ketal with glycerol-β-methyl ether, dihydroxy acetone, pentaerythritol and certain carbohydrates.

scholarly journals Monomyristin and Monopalmitin Derivatives: Synthesis and Evaluation as Potential Antibacterial and Antifungal Agents

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3141 ◽  
Author(s):  
Jumina ◽  
Asma Nurmala ◽  
Anggit Fitria ◽  
Deni Pranowo ◽  
Eti Sholikhah ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Positive Control ◽  
Antifungal Activities ◽  
Amberlyst 15 ◽  
Antibacterial And Antifungal Activities ◽  
High Antibacterial Activity ◽  
Carbon Chains ◽  
Acyl Position ◽  
Antibacterial And Antifungal ◽  
Isopropylidene Glycerol

In the present work, monoacylglycerol derivatives, i.e., 1-monomyristin, 2-monomyristin, and 2-monopalmitin were successfully prepared from commercially available myristic acid and palmitic acid. The 1-monomyristin compound was prepared through a transesterification reaction between ethyl myristate and 1,2-O-isopropylidene glycerol, which was obtained from the protection of glycerol with acetone, then followed by deprotection using Amberlyst-15. On the other hand, 2-monoacylglycerol derivatives were prepared through enzymatic hydrolysis of triglycerides in the presence of Thermomyces lanuginosa lipase enzymes. The synthesized products were analyzed using fourier transform infrared (FTIR) spectrophotometer, gas or liquid chromatography-mass spectrometer (GC-MS or LC-MS), and proton and carbon nuclear magnetic resonance (1H- and 13C-NMR) spectrometers. It was found that monomyristin showed high antibacterial and antifungal activities, while 2-monopalmitin did not show any activity at all. The 1-monomyristin compound showed higher antibacterial activity against Staphylococcus aureus and Aggregatibacter actinomycetemcomitans and also higher antifungal activity against Candida albicans compared to the positive control. Meanwhile, 2-monomyristin showed high antibacterial activity against Escherichia coli. The effect of the acyl position and carbon chains towards antibacterial and antifungal activities was discussed.

STUDIES OF REACTIONS RELATING TO CARBOHYDRATES AND POLYSACCHARIDES.: XXVIII. THE STRUCTURE OF ISOPROPYLIDENE GLYCEROL

1930 ◽  
Vol 2 (3) ◽  
pp. 214-217 ◽  
Author(s):  
Harold Hibbert ◽  
J. G. Morazain
Keyword(s):  
Methyl Iodide ◽  
Methyl Ether ◽  
Copper Sulphate ◽  
Silver Oxide ◽  
Condensation Product ◽  
Neutral Medium ◽  
Physico Chemical ◽  
Isopropylidene Glycerol

Isopropylidene glycerol, prepared in neutral medium by the action of anhydrous copper sulphate as condensing agent, was methylated with silver oxide and methyl iodide; the product yielded only glycerol α-methyl ether on hydrolysis, thus proving the absence of any six-membered ketal in the condensation product of glycerol and acetone.The properties of both glycerol α- and β-methyl ethers have been carefully redetermined.A table of the isomeric acetals and ketals summarising their physico-chemical constants is given, in view of their usefulness as "type compounds" in investigations relating to fats, carbohydrates and polysaccharides.

ChemInform Abstract: Synthesis of (R)- and (S)-Isopropylidene Glycerol.

ChemInform ◽  
2010 ◽  
Vol 25 (21) ◽  
pp. no-no
Author(s):  
M. PALLAVICINI ◽  
E. VALOTI ◽  
L. VILLA ◽  
O. PICCOLO
Keyword(s):  
Isopropylidene Glycerol

Resolution of β-unsaturated amines with isopropylidene glycerol hydrogen phthalate

2000 ◽  
Vol 11 (19) ◽  
pp. 4017-4025 ◽  
Author(s):  
Marco Pallavicini ◽  
Ermanno Valoti ◽  
Luigi Villa ◽  
Oreste Piccolo
Keyword(s):  
Hydrogen Phthalate ◽  
Isopropylidene Glycerol
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