Enzyme catalyzed organosilicon esters and amides

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From silicon reactant having at least one...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C528S041000, C556S439000, C556S440000

Reexamination Certificate

active

10642098

ABSTRACT:
Methods for forming organosilicon esters and amides are provided. Additionally, organosilicon esters and amides are provided. The organosilicon esters and amides may be formed by contacting a hydrolase enzyme with an organosilicon reactant and an organic reactant. The enzyme may catalyze the formation of an ester bond between carboxylic acid, ester, or amide functional groups of the organosilicon or organic reactant and alcohol functional groups of the organic or organosilicon reactant. The enzyme may catalyze the formation of an amide bond between carboxylic acid, ester, or amide functional groups of the organosilicon or organic reactant and amine functional groups of the organic or organosilicon reactant.

REFERENCES:
patent: 3119855 (1964-01-01), Bailey et al.
patent: 4587320 (1986-05-01), Swihart
patent: 5239085 (1993-08-01), Enami et al.
patent: 5891977 (1999-04-01), Dietz et al.
patent: 5914420 (1999-06-01), Buese et al.
patent: 5981743 (1999-11-01), Gross et al.
patent: 6133466 (2000-10-01), Edelmann et al.
patent: 6288129 (2001-09-01), Gruning et al.
patent: J04262794 (1991-09-01), None
Qiu et al., Lipase-catalyzed bioconversion of organosilyl alcohol in microaquous phase, Huanan Ligong Daxue Xuebo, Ziran Kexueban, Jan. 1, 1997, pp. 51-54.
Zong et al., Esterification of organosilyl alcohol catalyzed by lipase in organic phase, Gongye Weishengwu, vol. 28, Issue 4, Jan. 1, 1998, pp. 17-20.
Zong et al., Enhancement of lipase-catalyzed esterification in organic solvent by ultrasonic irradiation, Huanan Ligong Daxue Xuebao, Ziran Kxueban, vol. 28, No. 3, Jan. 1, 2000, pp. 101-104.
Qiu et al., Lipase fromCandida cylindraceacatalyzed organosilicon alcohol esterification in organic solvent, Gongye Weishengwu, vol. 27, Issue 3, Jan. 1, 1997, pp. 16-19.
Aouf et al., Preparation and enzymic cleavage of chiral acetoxymethyl- and hydroxymethylsilanes, Phosphorus, Sulfur Silicon Relat. Elem. vol. 88, Issue 1-4, Jan. 1, 1994, pp. 207-215.
Qiu et al., Abstract: Influence of water content onC. cylindracealipase-catalyzed bioconversion of organosilicon compounds, Guizhou Gongye Daxue Xuebao, vol. 27, Issue 4, Jan. 1, 1998, pp. 91-96.
Qiu et al., Abstract: Interesterification of trimethylsilyl alcohol catalyzed byC cylindracealipase in organic medium, Guizhou Gongye Xuebao, Ziran Kexueban, vol. 28, Issue 5, Jan. 1, 1999, pp. 79-83.
Burgess et al., Enantioselective Esterifications of Unsaturated Alcohols Mediated by a Lipase Prepared fromPseudomonassp., J. Am. Chem. Soc. 1991, 113, pp. 6129-6139.
Sparks et al., Lipase Mediated Resolution of Chiral (E)-Vinylsilanes: An Improved Procedure for the Production of (R)- and (S)-(E)-1-Trialkylsilyl-1-Buten-3-OL Deriviatives, Tetahedron Letters, vol. 32, No. 33, 1991, pp. 4085-4088.
Davoli et al., A Novel Approach to a Precursor of the Carbapenem Antibiotic PS-5 Via Aziridine Stereospecific Carbonylation, Heterocycles, vol. 53, No. 11, 2000, pp. 2379-2389.
Gill et al., Lipase-Silicone Biocomposites: Efficient and Versatile Immobilized Biocatalysts, Journal of the American Chemical Society, vol. 121, No. 41, Oct. 20, 1999, pp. 9487-9496.
Luisi, Enzymes Hosted in Reverse Micelles in Hydrocarbon Solution, Angewandte Chemie, International Edition in English, vol. 24, No. 6, Jun. 1985, pp. 439-450.
Hood et al., Polyester Resin Synthesis Techniques For Achieving Lower VOC And Improved Coating Performance, Journal of Coatings Technology, vol. 58, No. 739, Aug. 1986, pp. 49-52.
Kawamoto et al., Enzymatic Preparation of Optically Active Silicon-Containing Amino Acids and Their Application, Applied Biochemistry and Biotechnology, vol. 88, 2000, pp. 17-22.
Kawamoto et al., Efficient optical resolution of 2-(4-chlorophenoxy) propanoic acid with lipase by the use of organosilicon compounds as substrate: the role of silicon atom in enzymatic recognition, Journal of Biotechnology, 18, 1991, pp. 85-92.
Fukui et al., Enzymatic Preparation of Optically Active Silylmethanol Derivatives Having A Stereogenic Silicon Atom by Hydrolase-catalyzed Enantioselective Esterification, Tetrahedron: Asymmetry, vol. 5, No. 1, 1994, pp. 73-82.
Uejima et al., Efficient kinetic resolution of organosilicon compounds by stereoselective esterification with hydrolases in organic solvent, Appl Microbiol Biotechnol, 1993, 38, pp. 482-486.
Gross et al., Polymer Synthesis by In Vitro Enzyme Catalysis, Chem Rev., 2001, 101, pp. 2097-2124.
Tanaka, Chapter 1 Biochemical Approach Biochemical Reactions in Organic Solvents, Kagaku, Zokan 1991, 119, pp. 63-71.
Adelhorst et al., Enzyme Catalysed Preparation of 6-O-Acylglucopyranosides, Synthesis, Feb. 1990, pp. 112-115.
Merget et al., Biocatalysis in Preparative Organosilicon Chemistry: Microbial Reduction of rac-1-(4-Fluorophenyl)-1-methyl-1-sila-2-cyclohexanone and Microbial Hydrolysis of rac-(SiS, CR/SiR, CS)-2-Acetoxy-1-(4-flluorophenyl)-1-methyl-1-silacyclohexane, Biocatalysis in Preparative Organosilicon Chemistry, pp. 27-32.
Kobayashi et al., Enzymatic Polymerization, Chem. Rev. 2001, 101, pp. 3793-3818.
Zong et al., Bioconversion of organosilicon compounds by horse liver alcohol dehydrogenase: the role of the silicon atom in enzymatic reactions, Appl Microbiol Biotechnol, 1991, 36, pp. 40-43.
Tsuji et al., Enantioselective dehydrogenation of β -hydroxysilanes by horse liver alcohol dehydrogenase with a novel in-situ NAD+ regeneration system, Appl Microbiol Biotechnol, 1994, 41, pp. 219-224.
Yamanaka et al., Enzymatic preparation of optically active 3-trimethylsilylalanine, Appl Microbiol Biotechnol, 1996, 45, pp. 51-55.
Tsuji et al., Enzymatic preparation of D- p-trimethylsilylphenylalanine, Appl Microbiol Biotechnol, 1997, 47, pp. 114-119.
Kawamoto et al., Enzymatic Conversion of Organosilicon Compounds in Organic Solvents, Methods in Biotechnology, vol. 15: Enzymes in nonaqueous solvents: Methods and Protocols, Humana Press, Inc., Totowa NJ, 2001, pp. 339-355.
Braunmuhl et al., Enzymatic Grafting of Amylose from Poly(dimethylsiloxanes), Macromolecules, 1995, 28, pp. 17-24.
Braunmuhl et al., Polydimethylsiloxanes With Amylose Side Chains by Enzymatic Polymerization, Macromol. Symp. 103, 1996, pp. 141-148.
Kawamoto et al., Efficient Enzymatic Synthesis of Amide with (Aminomethyl)trimethylsilane, Journal of Bioscience and Bioengineering, vol. 87, No. 5, pp. 607-610.
Klibanov, Enzymatic catalysis in anhydrous organic solvents, TIBS 14, Apr. 1989, pp. 141-144.
Tanaka et al., Organosilicon Biochemistry, Annals New York Academy of Sciences, 1990, 613, (Enzyme Eng. 10), pp. 702-706.
Tanaka, Seeking possibilities of enzymes—Biochemical conversion of organosilicon compounds, Nippon Oyo Koso Kyokaishi, 1994, 28, pp. 10-17.
Reetz et al., Efficient Immobilization of Lipases by Entrapment in Hydrophobic Sol-Gel Materials, Biotechnology and Bioengineering, vol. 49, 1996, pp. 527-534.
Ishikawa et al., Enzymatic synthesis of silicon-containing dipeptides with 3-trimethylsilylalanine, Appl Microbiol Biotechnol, 1999, 51, pp. 470-473.
Bjorkling et al., A Highly Selective Enzyme-catalysed Esterification of Simple Glucosides, J. Chem. Soc., Chem. Commun., 1989 pp. 934-935.
Kumar et al., Synthesis of novel Silicon-based Macromers and Polymers by Enzymatic Catalysis, Polymeric materials: Science & Engineering 2003, 88, pp. 429-430.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Enzyme catalyzed organosilicon esters and amides does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Enzyme catalyzed organosilicon esters and amides, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Enzyme catalyzed organosilicon esters and amides will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3792818

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.