Chemistry: molecular biology and microbiology – Process of utilizing an enzyme or micro-organism to destroy... – Resolution of optical isomers or purification of organic...
Reexamination Certificate
2007-09-04
2007-09-04
Saucier, Sandra E. (Department: 1651)
Chemistry: molecular biology and microbiology
Process of utilizing an enzyme or micro-organism to destroy...
Resolution of optical isomers or purification of organic...
Reexamination Certificate
active
10502692
ABSTRACT:
Glycol ether acetates, and in particular propylene glycol alkyl (or aryl) ether acetates, can be resolved enzymatically by enantioselective hydrolysis with a hydrolase at high concentrations of substrates; in some embodiments, the hydrolase is a lipase. Glycol ethers, and in particular propylene glycol alkyl (or aryl) ethers, can be resolved enzymatically by enantioselective transesterification with a hydrolase, in the presence of an acyl donor, at high concentrations of substrates; in some embodiments, the hydrolase is a lipase.
REFERENCES:
patent: 5541080 (1996-07-01), Sih
patent: 6239316 (2001-05-01), Mine et al.
Baumann et al., “Rapid screening of hydrolases for the enantioselective conversion of ‘difficult-to-resolve’ substrates”, Tetrahedon: Asymmetry 11 : 4781-4790 (2000).
Boland et al., “Esterolytic and Lipolytic Enzymes in Organic Synthesis”, Synthesis 12 : 1049-1072 (1991).
Anthonsen, H. W., et al., “A Simple Method For Calculating Enantiomer Ratio and Equilibrium Constants In Biocatalytic Resolutions”, Tetrahedron: Asymmetry, 1995, vol. 6, pp. 3015-3022.
Goergens, U., et al., “A Facile Chemoenzymatic Route To Enantiomerically Pure Oxiranes: Building Blocks For Biologically Active Compounds”, J. Chem. Soc., Chem. Commun., 1991, pp. 1064-1066.
Hoff, B. H., et al., “The Enantiomer Ratio Strongly Depends On The Alkyl Part Of The Acyl Donor In Transesterification With Lipase B FromCandida antarctica”, Tetrahedron: Asymmetry, 1996, vol. 7, pp. 3187-3192.
Huerta, F. F., et al., “Dynamic Kinetic Resolution Of α-Hydroxy Acid Esters”, Organic Letters, 2000, vol. 2, pp. 1037-1040.
Kim, K.-W., et al., “Biocatalysis In Ionic Liquids : Markedly Enhanced Enantioselectivity Of Lipase”, Organic Letters, 2001, vol. 3, pp. 1507-1509.
Kim, M.-J., et al., “Lipase/Ruthenium-Catalyzed Dynamic Kinetic Resolution Of Hydroxy Acids, Diols, And Hydroxy Aldehydes Protected With A Bulky Group”, J. Org. Chem., 2001, vol. 66, pp. 4736-4738.
Larsson, A. L. E., et al., “Enzymatic Resolution Of Alcohols Coupled With Ruthenium-Catalyzed Racemization Of The Substrate Alcohol”, 1997, Angew. Chem. Int Ed. Engl., vol. 36, pp. 1211-1212.
Lau, R. M., et al., “Lipase-Catalyzed Reactions In Ionic Liquids”, Organic Letters, 2000, vol. 2, pp. 4189-4191.
Patkar. S. A., et al., “Purification Of Two Lipases FromCandida antarcticaAnd Their Inhibition By Various Inhibitors”, Indian Journal of Chemistry, 1993, vol. 32B, pp. 76-80.
Persson, B. A., et al., “Dynamic Kinetic Resolution Of Secondary Diols Via Coupled Ruthenium And Enzyme Catalysis”, J. Org. Chem., 1999, vol. 64, pp. 5237-5240.
Persson, B. A., et al., “Ruthenium- And Enzyme-Catalyzed Dynamic Kinetic Resolution Of Secondary Alcohols”, J. Am. Chem. Soc., 1999, vol. 121, pp. 1645-1650.
Derwent Abstract Accession No. 1993-058679, WO Patent 9302034A1, Boehringer Mannheim GmbH, “New enantiomerically pure 1- (thio)alkoxy-2-hydroxyalkane derives.—prepd. by selective enzymatic esterification or hydrolysis of corresp. racemate, useful as intermediates for pharmaceuticals etc.”, Feb. 4, 1993.
Derwent Abstract Accession No. 1993-171840, Japanese Patent 05103691A, Mitsubishi Kasei Corp., “Prepn. of optically active (R) -1-aryl oxy-2A-alkanol—by reacting racemic acetate ester with specified microbe or its lipase etc.”, Apr. 27, 1993.
Derwent Abstract Accession No. 1993-171841, Japanese Patent 05103692A, Mitsubishi Kasei Corp., “Prepn. of an optically active ester for use in e.g. pharmaceuticals—by reacting a microbe, e.g. Hansenula, with a racemic mixt. of aryloxy-alkyl acetate to convert the R isomer to an alcohol which is then removed”, Apr. 27, 1993.
Derwent Abstract Accession No. 1993-171842, Japanese Patent 05103693A, Mitsubishi Kasei Corp., “Prepn, of optically active alcohol—by reacting mixt. of R and S isomers of aryloxy-alkyl acetate with Nocardia or Rhodococcus microbe”, Apr. 27, 1993.
Carrea, G. Ottolina, G., Riva, S., “Role of Solvents in the Control of Enzyme Selectivity in Organic Media”, Trends in Biotechnology, vol. 13, Feb. 1955, pp. 63-70.
Kilbarov, A.M., “Improving Enzymes by Using Them in Organic Solvents”, Nature vol. 409:Jan. 11, 2001, pp. 241-246.
Bovara, R., Carrea, G., Ferrara, L., Riva, S., “Resolution of (±)-trans-Sobrerol by Lipase PS-Catalyzed Transesterification and Effects of Organic solvents on Enantioselectivity”, Tetrahedron Asymmetry, vol. 2, No. 9, (1991), pp. 931-938.
Donate Felipe A.
Foley Paul
Frank Timothy C.
Resnick Sol M.
Thyne Thomas C.
Dow Global Technologies Inc.
Saucier Sandra E.
LandOfFree
Enzymatic resolution of propylene glycol alkyl (or aryl)... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Enzymatic resolution of propylene glycol alkyl (or aryl)..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Enzymatic resolution of propylene glycol alkyl (or aryl)... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3737363