Host cells and methods for producing isoprenyl alkanoates

Lee, Taek Soon; Fortman, Jeffrey L.; Keasling, Jay D.

Title: Host cells and methods for producing isoprenyl alkanoates

Patent · Tue Dec 01 00:00:00 EST 2015

OSTI ID:1227365

Lee, Taek Soon; Fortman, Jeffrey L.; Keasling, Jay D.

The invention provides for a method of producing an isoprenyl alkanoate in a genetically modified host cell. In one embodiment, the method comprises culturing a genetically modified host cell which expresses an enzyme capable of catalyzing the esterification of an isoprenol and a straight-chain fatty acid, such as an alcohol acetyltransferase (AAT), wax ester synthase/diacylglycerol acyltransferase (WS/DGAT) or lipase, under a suitable condition so that the isoprenyl alkanoate is produced.

View Patent

Cite

Export

Save

Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE

DOE Contract Number:: AC02-05CH11231

Assignee:: The Regents of the University of California

Patent Number(s):: 9,200,298

Application Number:: 12/644,531

OSTI ID:: 1227365

Resource Relation:: Patent File Date: 2009 Dec 22

Country of Publication:: United States

Language:: English

References (54)

Process for amplifying, detecting, and/or-cloning nucleic acid sequences Mullis, Kary B.; Erlich, Henry A.; Arnheim, Norman https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/4683195 US Patent Document 4,683,195	patent	July 1987
Method and composition for increasing the accumulation of squalene and specific sterols in yeast Saunders, Court A.; Wolf, Fred R.; Mukharji, Indrani https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/5460949 US Patent Document 5,460,949	patent	October 1995
Alcohol acetyltransferase genes and use thereof Fujii, Toshio; Iwamatsu, Akihiro; Yoshimoto, Hiroyuki https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/5521088 US Patent Document 5,521,088	patent	May 1996
Alcohol acetyltransferase genes and use thereof Fujii, Toshio; Iwamatsu, Akihiro; Yoshimoto, Hiroyuki https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/5728412 US Patent Document 5,728,412	patent	March 1998
Emergency fuel for use in an internal combustion engine Spencer, Reginald N.; Hubbard, William A. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/5853433 US Patent Document 5,853,433	patent	December 1998
Nucleic and amino acid sequences relating to a novel transketolase, and methods for the expression thereof Croteau, Rodney B.; Wildung, Mark R.; Lange, Bernd https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/6190895 US Patent Document 6,190,895	patent	February 2001
Limonene and other downstream metabolites of geranyl pyrophosphate for insect control in plants Meyer, Terry EuClaire; Yalpani, Nasser https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/6291745 US Patent Document 6,291,745	patent	September 2001
Fuel composition for gasoline powered vehicle and method Fang, Jiafu; Szemenyei, Dewey P.; Scriven, Troy H. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/6353143 US Patent Document 6,353,143	patent	March 2002
Method of producing geranylgeraniol Millis, James R.; Maurina-Brunker, Julie; McMullin, Thomas W. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/6531303 US Patent Document 6,531,303	patent	March 2003
Production of farnesol and geranylgeraniol Millis, James R.; Maurina-Brunker, Julie; McMullin, Thomas W. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/6689593 US Patent Document 6,689,593	patent	February 2004
Methods and compositions for modification of lipid biosynthesis Kalscheuer, Rainer; Steinbuchel, Alexander; Voelker, Toni https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7118896 US Patent Document 7,118,896	patent	October 2006
Biosynthesis of isopentenyl pyrophosphate Keasling, Jay D.; Martin, Vincent; Pitera, Douglas J. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7172886 US Patent Document 7,172,886	patent	February 2007
Method for enhancing production of isoprenoid compounds Keasling, Jay D.; Newman, Jack; Pitera, Douglas J. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7183089 US Patent Document 7,183,089	patent	February 2007
Biosynthesis of amorpha-4,11-diene Keasling, Jay D.; Martin, Vincent; Pitera, Douglas J. https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7192751 US Patent Document 7,192,751	patent	March 2007
Geranyl diphosphate synthase molecules, and nucleic acid molecules encoding same Croteau, Rodney B.; Burke, Charles Cullen https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/7390643 US Patent Document 7,390,643	patent	June 2008
Process for Producing Prenyl Alcohol Ohto, Chikara; Obata, Shusei https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20040063182 US Patent Application 10/450941; 20040063182	patent-application	April 2004
Drug metabolizing enzymes Baugh, Mariah; Bruns, Christopher; Das, Debopriya https://doi.org/https://image-ppubs.uspto.gov/dirsearch-public/print/downloadPdf/20040110259 US Patent Document 10/343593; 20040110259	patent-application	June 2004
Natural Flavors Produced by Biotechnological Processing Armstrong, David W.; Gillies, Bruce; Yamazaki, Hiroshi Flavor Chemistry https://doi.org/10.1021/bk-1989-0388.ch009	book	February 1989
On the mechanism of action of the antifungal agent propionate: Propionyl-CoA inhibits glucose metabolism in Aspergillus nidulans Brock, Matthias; Buckel, Wolfgang European Journal of Biochemistry, Vol. 271, Issue 15 https://doi.org/10.1111/j.1432-1033.2004.04255.x	journal	July 2004
The tac promoter: a functional hybrid derived from the trp and lac promoters de Boer, H. A.; Comstock, L. J.; Vasser, M. Proceedings of the National Academy of Sciences, Vol. 80, Issue 1, p. 21-25 https://doi.org/10.1073/pnas.80.1.21	journal	January 1983
Two Novel Thioesterases Are Key Determinants of the Bimodal Distribution of Acyl Chain Length of Cuphea palustris Seed Oil Dehesh, K.; Edwards, P.; Hayes, T. Plant Physiology, Vol. 110, Issue 1 https://doi.org/10.1104/pp.110.1.203	journal	January 1996
Ethanol Can Contribute to Energy and Environmental Goals Farrell, A. E. Science, Vol. 311, Issue 5760 https://doi.org/10.1126/science.1121416	journal	January 2006
Lessons from the rifamycin biosynthetic gene cluster Floss, Heinz G.; Yu, Tin-Wein Current Opinion in Chemical Biology, Vol. 3, Issue 5, p. 592-597 https://doi.org/10.1016/S1367-5931(99)00014-9	journal	October 1999
Nucleotide sequences of alcohol acetyltransferase genes from lager brewing yeast, Saccharomyces carlsbergensis Fujii, Toshio; Yoshimoto, Hiroyuki; Nagasawa, Naoshi Yeast, Vol. 12, Issue 6, p. 593-598 https://doi.org/10.1002/(SICI)1097-0061(199605)12:6<593::AID-YEA593>3.0.CO;2-B	journal	May 1996
Bioethanol Gray, Kevin A.; Zhao, Lishan; Emptage, Mark Current Opinion in Chemical Biology, Vol. 10, Issue 2, p. 141-146 https://doi.org/10.1016/j.cbpa.2006.02.035	journal	April 2006
Cloning of a Gene Cluster Encoding Enzymes Responsible for the Mevalonate Pathway from a Terpenoid-antibiotic-producing Streptomyces Strain Hamano, Yoshimitsu; Dairi, Tohru; Yamamoto, Masahiro Bioscience, Biotechnology, and Biochemistry, Vol. 65, Issue 7 https://doi.org/10.1271/bbb.65.1627	journal	January 2001
Hexanoate Synthase, a Specialized Type I Fatty Acid Synthase in Aflatoxin B1 Biosynthesis Hitchman, T. Bioorganic Chemistry, Vol. 29, Issue 5 https://doi.org/10.1006/bioo.2001.1216	journal	October 2001
Heterologous expression of the Saccharomyces cerevisiae alcohol acetyltransferase genes in Clostridium acetobutylicum and Escherichia coli for the production of isoamyl acetate Horton, Catherine Emily; Huang, Ke-Xue; Bennett, George N. Journal of Industrial Microbiology and Biotechnology, Vol. 30, Issue 7 https://doi.org/10.1007/s10295-003-0070-0	journal	July 2003
Characterization of Geraniol Synthase from the Peltate Glands of Sweet Basil Iijima, Yoko; Gang, David R.; Fridman, Eyal Plant Physiology, Vol. 134, Issue 1 https://doi.org/10.1104/pp.103.032946	journal	December 2003
Metabolic Engineering to Produce Sesquiterpenes in Yeast Jackson, Beth E.; Hart-Wells, Elizabeth A.; Matsuda, Seiichi P. T. Organic Letters, Vol. 5, Issue 10 https://doi.org/10.1021/ol034231x	journal	May 2003
Synthesis of Novel Lipids in Saccharomyces cerevisiae by Heterologous Expression of an Unspecific Bacterial Acyltransferase Kalscheuer, R.; Luftmann, H.; Steinbuchel, A. Applied and Environmental Microbiology, Vol. 70, Issue 12 https://doi.org/10.1128/AEM.70.12.7119-7125.2004	journal	December 2004
In vitro andin vivo biosynthesis of wax diesters by an unspecific bifunctional wax ester synthase/acyl-CoA:diacylglycerol acyltransferase fromAcinetobacter calcoaceticus ADP1 Kalscheuer, Rainer; Uthoff, Stefan; Luftmann, Heinrich European Journal of Lipid Science and Technology, Vol. 105, Issue 10 https://doi.org/10.1002/ejlt.200300840	journal	October 2003
A Novel Bifunctional Wax Ester Synthase/Acyl-CoA:Diacylglycerol Acyltransferase Mediates Wax Ester and Triacylglycerol Biosynthesis in Acinetobacter calcoaceticus ADP1 Kalscheuer, Rainer; Steinbüchel, Alexander Journal of Biological Chemistry, Vol. 278, Issue 10, p. 8075-8082 https://doi.org/10.1074/jbc.M210533200	journal	December 2002
Microdiesel: Escherichia coli engineered for fuel production Kalscheuer, Rainer; Stölting, Torsten; Steinbüchel, Alexander Microbiology, Vol. 152, Issue 9, p. 2529-2536 https://doi.org/10.1099/mic.0.29028-0	journal	September 2006
Heterologous Mevalonate Production in Streptomyces lividans TK23 Kuzuyama, Tomohisa; Dairi, Tohru; Yamashita, Haruyuki Bioscience, Biotechnology, and Biochemistry, Vol. 68, Issue 4 https://doi.org/10.1271/bbb.68.931	journal	January 2004
Fatty Acid Synthesis by Elongases in Trypanosomes Lee, Soo Hee; Stephens, Jennifer L.; Paul, Kimberly S. Cell, Vol. 126, Issue 4, p. 691-699 https://doi.org/10.1016/j.cell.2006.06.045	journal	August 2006
Engineering a mevalonate pathway in Escherichia coli for production of terpenoids Martin, Vincent J. J.; Pitera, Douglas J.; Withers, Sydnor T. Nature Biotechnology, Vol. 21, Issue 7 https://doi.org/10.1038/nbt833	journal	June 2003
Metabolic engineering of Escherichia coli for improved 6-deoxyerythronolide B production Murli, Sumati; Kennedy, Jonathan; Dayem, Linda C. Journal of Industrial Microbiology and Biotechnology, Vol. 30, Issue 8 https://doi.org/10.1007/s10295-003-0073-x	journal	August 2003
Expression in Escherichia coli, purification and characterization of two mammalian thioesterases involved in fatty acid synthesis Naggert, J.; Witkowski, A.; Wessa, B. Biochemical Journal, Vol. 273, Issue 3 https://doi.org/10.1042/bj2730787	journal	February 1991
Toxicity Caused by Hydroxycinnamoyl-Coenzyme A Thioester Accumulation in Mutants of Acinetobacter sp. Strain ADP1 Parke, D.; Ornston, L. N. Applied and Environmental Microbiology, Vol. 70, Issue 5 https://doi.org/10.1128/AEM.70.5.2974-2983.2004	journal	May 2004
Ethanol Production Using Corn, Switchgrass, and Wood; Biodiesel Production Using Soybean and Sunflower Pimentel, David; Patzek, Tad W. Natural Resources Research, Vol. 14, Issue 1 https://doi.org/10.1007/s11053-005-4679-8	journal	March 2005
Overexpression of a cytosolic hydroxymethylglutaryl-CoA reductase leads to squalene accumulation in yeast Polakowski, T.; Stahl, U.; Lang, C. Applied Microbiology and Biotechnology, Vol. 49, Issue 1 https://doi.org/10.1007/s002530051138	journal	January 1998
A specific acyl-ACP thioesterase implicated in medium-chain fatty acid production in immature cotyledons of Umbellularia californica Pollard, Michael R.; Anderson, Lana; Fan, Calvin Archives of Biochemistry and Biophysics, Vol. 284, Issue 2, p. 306-312 https://doi.org/10.1016/0003-9861(91)90300-8	journal	February 1991
Mechanisms of Solvent Tolerance in Gram-Negative Bacteria Ramos, Juan L.; Duque, Estrella; Gallegos, María-Trinidad Annual Review of Microbiology, Vol. 56, Issue 1 https://doi.org/10.1146/annurev.micro.56.012302.161038	journal	October 2002
Mono and diterpene production in Escherichia coli Reiling, K. Kinkead; Yoshikuni, Yasuo; Martin, Vincent J.J. Biotechnology and Bioengineering, Vol. 87, Issue 2, p. 200-212 https://doi.org/10.1002/bit.20128	journal	January 2004
Production of the antimalarial drug precursor artemisinic acid in engineered yeast Ro, Dae-Kyun; Paradise, Eric M.; Ouellet, Mario Nature, Vol. 440, Issue 7086, p. 940-943 https://doi.org/10.1038/nature04640	journal	April 2006
New insights into Acinetobacter baumannii pathogenesis revealed by high-density pyrosequencing and transposon mutagenesis Smith, M. G.; Gianoulis, T. A.; Pukatzki, S. Genes & Development, Vol. 21, Issue 5 https://doi.org/10.1101/gad.1510307	journal	March 2007
A Soluble Form of Phosphatase in Saccharomyces cerevisiae Capable of Converting Farnesyl Diphosphate Into E-E Farnesol Song, Linsheng Applied Biochemistry and Biotechnology, Vol. 128, Issue 2, p. 149-158 https://doi.org/10.1385/ABAB:128:2:149	journal	January 2006
The Wax Ester Synthase/Acyl Coenzyme A:Diacylglycerol Acyltransferase from Acinetobacter sp. Strain ADP1: Characterization of a Novel Type of Acyltransferase Stoveken, T.; Kalscheuer, R.; Malkus, U. Journal of Bacteriology, Vol. 187, Issue 4 https://doi.org/10.1128/JB.187.4.1369-1376.2005	journal	February 2005
Thio Wax Ester Biosynthesis Utilizing the Unspecific Bifunctional Wax Ester Synthase/Acyl Coenzyme A:Diacylglycerol Acyltransferase of Acinetobacter sp. Strain ADP1 Uthoff, S.; Stoveken, T.; Weber, N. Applied and Environmental Microbiology, Vol. 71, Issue 2 https://doi.org/10.1128/AEM.71.2.790-796.2005	journal	February 2005
Naturally Transformable Acinetobacter sp. Strain ADP1 Belongs to the Newly Described Species Acinetobacter baylyi Vaneechoutte, M.; Young, D. M.; Ornston, L. N. Applied and Environmental Microbiology, Vol. 72, Issue 1 https://doi.org/10.1128/AEM.72.1.932-936.2006	journal	January 2006
Expression Levels of the Yeast Alcohol Acetyltransferase Genes ATF1, Lg-ATF1, and ATF2 Control the Formation of a Broad Range of Volatile Esters Verstrepen, K. J.; Van Laere, S. D. M.; Vanderhaegen, B. M. P. Applied and Environmental Microbiology, Vol. 69, Issue 9 https://doi.org/10.1128/AEM.69.9.5228-5237.2003	journal	September 2003
The Structural Biology of type ii Fatty acid Biosynthesis White, Stephen W.; Zheng, Jie; Zhang, Yong-Mei Annual Review of Biochemistry, Vol. 74, Issue 1 https://doi.org/10.1146/annurev.biochem.74.082803.133524	journal	June 2005
Identification, Evolution, and Essentiality of the Mevalonate Pathway for Isopentenyl Diphosphate Biosynthesis in Gram-Positive Cocci Wilding, E. I.; Brown, J. R.; Bryant, A. P. Journal of Bacteriology, Vol. 182, Issue 15 https://doi.org/10.1128/JB.182.15.4319-4327.2000	journal	August 2000

Similar Records

Defining the extreme substrate specificity of Euonymus alatus diacylglycerol acetyltransferase, an unusual membrane-bound O-acyltransferase

Journal Article · Tue Nov 08 00:00:00 EST 2016 · Bioscience Reports · OSTI ID:1227365

Bansal, Sunil; Durrett, Timothy P.

Microbial production of high octane and high sensitivity olefinic ester biofuels

Journal Article · Tue Apr 04 00:00:00 EDT 2023 · Biotechnology for Biofuels and Bioproducts · OSTI ID:1227365

Carruthers, David N.; Kim, Jinho; Mendez-Perez, Daniel; +6 more

Angiogenin activates phospholipase C and elicits a rapid incorporation of fatty acid into cholesterol esters in vascular smooth muscle cells

Journal Article · Tue Jan 09 00:00:00 EST 1990 · Biochemistry; (USA) · OSTI ID:1227365

Moore, F; Riordan, J F

Related Subjects

59 BASIC BIOLOGICAL SCIENCES

Title: Host cells and methods for producing isoprenyl alkanoates

Citation Formats

References (54)

Similar Records

Related Subjects