
USOO9562241 B2 (12) United States Patent (10) Patent No.: US 9,562,241 B2 Burk et al. (45) Date of Patent: Feb. 7, 2017 (54) SEMI-SYNTHETIC TEREPHTHALIC ACID 5,487.987 A * 1/1996 Frost .................... C12N 9,0069 VLAMCROORGANISMIS THAT PRODUCE 5,504.004 A 4/1996 Guettler et all 435,142 MUCONCACID 5,521,075- W I A 5/1996 Guettler et al.a (71) Applicant: GENOMATICA, INC., San Diego, CA 3. A '95 seal. (US) 5,686,276 A 11/1997 Lafend et al. 5,700.934 A 12/1997 Wolters et al. (72) Inventors: Mark J. Burk, San Diego, CA (US); (Continued) Robin E. Osterhout, San Diego, CA (US); Jun Sun, San Diego, CA (US) FOREIGN PATENT DOCUMENTS (73) Assignee: Genomatica, Inc., San Diego, CA (US) CN 1 358 841 T 2002 EP O 494 O78 7, 1992 (*) Notice: Subject to any disclaimer, the term of this (Continued) patent is extended or adjusted under 35 U.S.C. 154(b) by 0 days. OTHER PUBLICATIONS (21) Appl. No.: 14/308,292 Abadjieva et al., “The Yeast ARG7 Gene Product is Autoproteolyzed to Two Subunit Peptides, Yielding Active (22) Filed: Jun. 18, 2014 Ornithine Acetyltransferase,” J. Biol. Chem. 275(15): 11361-11367 2000). (65) Prior Publication Data . al., “Discovery of amide (peptide) bond synthetic activity in US 2014/0302573 A1 Oct. 9, 2014 Acyl-CoA synthetase,” J. Biol. Chem. 28.3(17): 11312-11321 (2008). Aberhart and Hsu, "Stereospecific hydrogen loss in the conversion Related U.S. Application Data of H, isobutyrate to f—hydroxyisobutyrate in Pseudomonas (63) Continuation of application No. 12/851,478, filed on putida. The stereochemistry of hydroxyisobutyrate dehydrogenase.” Aug. 5, 2010, now abandoned. J. Chem. Soc. rPerkin1 I6:1404-1406 (1979). (Continued) (60) Provisional application No. 61/231,637, filed on Aug. 5, 2009. Primary Examiner — Tekchand Saidha (51) Int. Cl. (74) Attorney, Agent, or Firm — Kagan Binder, PLLC CI2N L/20 (2006.01) CI2P 7/44 (2006.01) (52) U.S. Cl. (57) ABSTRACT CPC ........................................ CI2P 7/44 (2013.01) The invention provides a non-naturally occurring microbial (58) Field of Classification Search CPC ......................................................... C12P 7/44 organism having a muconate pathway having at least one USPC .......................................................... 435/142 exogenous nucleic acid encoding a muconate pathway See application file for complete search history. enzyme expressed in a sufficient amount to produce mucon ate. The muconate pathway including an enzyme selected (56) References Cited from the group consisting of a beta-ketothiolase, a beta ketoadipyl-CoA hydrolase, a beta-ketoadipyl-CoA trans U.S. PATENT DOCUMENTS ferase, a beta-ketoadipyl-CoA ligase, a 2-fumarylacetate reductase, a 2-fumarylacetate dehydrogenase, a trans-3- SE A 1887 KSk et al. hydroxy-4-hexendioate dehydratase, a 2-fumarylacetate 3,965, 182 A 6, 1976 Worrel aminotransferase, a 2-fumarylacetate aminating oxidoreduc 4,048,196 A 9, 1977 Broecker et al. tase, a trans-3-amino-4-hexenoate deaminase, a beta-ketoa 4,082,788 A 4, 1978 Mims dipate enol-lactone hydrolase, a muconolactone isomerase, a 12:25 A i8 t al muconate cycloisomerase, a beta-ketoadipyl-CoA dehydro 4,624,920 A i? 1986 Inoue genase, a 3-hydroxyadipyl-CoA dehydratase, a 2.3-dehy 4,652,685 A 3, 1987 Cawse et al. droadipyl-CoA transferase, a 2,3-dehydroadipyl-CoA hydro 4,871,667 A 10/1989 Imada et al. lase, a 2.3-dehydroadipyl-CoA ligase, a muconate reductase, 5,079,143 A 1/1992 Klein et al. a 2-maleylacetate reductase, a 2-maleylacetate dehydroge 5.143,8345,143,833. A 9, 1992 GlassnerDatta et al. nase, a cis-3-hydroxy-4-hexendioate dehydratase, a 2-ma 5. 68,055 A 12/1992 Datta et al. leylacetate aminoatransferase, a 2-maleylacetate aminating 5,173,429 A 12/1992 Gaddy et al. oxidoreductase, a cis-3-amino-4-hexendioate deaminase, 5, 182,199 A 1/1993 Hartley and a muconate cis/trans isomerase. Other muconate path 283 A 38 S.t i.e. al. way enzymes also are provided. Additionally provided are 5,413,922. A 5/1995 Matsuyama et al. methods of producing muconate. 5,416,020 A 5, 1995 Severson et al. 5,457,040 A 10/1995 Jarry et al. 5,478,952 A 12/1995 Schwartz 13 Claims, 6 Drawing Sheets US 9,562.241 B2 Page 2 (56) References Cited 2007/025941.0 A1 11/2007 Donaldson et al. 2008. O138870 A1 6/2008 Bramucci et al. U.S. PATENT DOCUMENTS 2008.0171371 A1 7/2008 Yukawa et al. 2008. O1823O8 A1 7/2008 Donaldson et al. 5,770.435 6, 1998 Donnelly et al. 2008/0274522 A1 11/2008 Bramucci et al. 5,807,722 9, 1998 Gaddy et al. 2008/0293125 A1 11/2008 Subbian et al. 5,869,301 2, 1999 Nghiem et al. 2009/0047718 A1 2/2009 Blaschek et al. 5,908,924 6, 1999 Burdette et al. 2009/0047719 A1 2/2009 Burgard et al. 5,958,745 9, 1999 Gruys et al. 2009 OO68207 A1 3/2009 Breitbart et al. 6,117,658 9, 2000 Dennis et al. 2009, OO75351 A1 3/2009 Burk et al. 6,133,014 10, 2000 Mukouyama et al. 2009/0305364 Al 12/2009 Burgard et al. 6,136,577 10, 2000 Gaddy et al. 2010, OOO9419 A1 1/2010 Burk et al. 6,159,738 12, 2000 Donnelly et al. 2010.0099925 A1 4/2010 Kharas 6,194.572 2, 2001 Buijs et al. 6,214,592 4, 2001 Crouzet et al. FOREIGN PATENT DOCUMENTS 6,274,790 8, 2001 Kunst et al. 6,280,986 8, 2001 Hespell et al. EP 1473 368 11 2004 RE37,393 9, 2001 Donnelly et al. EP 2 O17344 1, 2009 6,340,581 1, 2002 Gaddy et al. GB 1230276 4f1971 6,353,100 3, 2002 Guit et al. GB 1314126 4f1973 6,432,686 8, 2002 Bulthuis et al. GB 1344557 1, 1974 6,448,061 9, 2002 Pan et al. GB 1512751 6, 1978 6,455,284 9, 2002 Gokarn et al. JP 50 OO6776 1, 1975 6,485,947 11, 2002 Rajgarhia et al. WO WO 82,03854 11, 1982 6,562,958 5/2003 Breton et al. WO WO 91/13997 9, 1991 6,660,857 12, 2003 Agterberg et al. WO WO 99.06532 2, 1999 6,686, 194 2, 2004 Mutzel et al. WO WO 99,586.86 11, 1999 6,686,310 2, 2004 Kourtakis et al. WO WO O1 (16346 3, 2001 6,743,610 6, 2004 Donnelly et al. WO WO O2/42418 5, 2002 6,852,517 2, 2005 Suthers et al. WO WO O2/O55995 T 2002 7,127,379 10, 2006 Palsson et al. WO WO O2/O90312 11 2002 7,186.541 3, 2007 Gokarn et al. WO WO O3,O10322 2, 2003 7,223,567 5/2007 Ka-Yiu et al. WO WO O3,106691 12/2003 7,241,594 7/2007 Lee et al. WO WO O3/106998 12/2003 7,244,610 7/2007 San et al. WO WO 2005/026338 3, 2005 7,256,016 8, 2007 San et al. WO WO 2005/047498 5, 2005 7,262,046 8/2007 Ka-Yiu et al. WO WO 2005/068643 7/2005 7,285.402 10, 2007 Gaddy et al. WO WO 2006/028063 3, 2006 7,309,597 12, 2007 Liao et al. WO WO 2006/031424 3, 2006 7,371,558 5/2008 Cervin et al. WO WO 2006/034156 3, 2006 7,393,676 T/2008 Gokarn et al. WO WO 2007 OO1982 1, 2007 7,432,091 10, 2008 Yukawa et al. WO WO 2007/03O830 3, 2007 7,491.520 2, 2009 Raemakers-Franken et al. WO WO 2007 141208 12/2007 7,569,380 8, 2009 San et al. WO WO 2008/O18930 2, 2008 2002/0012939 1, 2002 Palsson WO WO 2008/024023 2, 2008 2002fOO40123 4, 2002 Patil et al. WO WO 2008/027742 3, 2008 2002/0106358 8, 2002 Hopwood et al. WO WO 2008/115840 3, 2008 2002fO168654 11, 2002 Maranas et al. WO WO 2008/08O124 T 2008 2003/0O289.15 2, 2003 Tilton et al. WO WO 2008/131286 10, 2008 2003/0059792 3, 2003 Palsson et al. WO WO 2008,137403 11/2008 2003/0O87381 5/2003 Gokarn WO WO 2008,152016 12/2008 2003/0113886 6, 2003 Brzostowicz et al. WO WO 2009/O14437 1, 2009 2003/0182678 9, 2003 Mitsky et al. WO WO 2009/023493 2, 2009 2003,0224363 12, 2003 Park et al. WO WO 2009/031766 3, 2009 2003/0233218 12, 2003 Schilling WO WO 2009/049274 A2 4/2009 2004/OOO9466 1, 2004 Maranas et al. WO WO 2009/094485 A1 T 2009 2004.0029149 2, 2004 Palsson et al. WO WO 2009/103026 8, 2009 2004/OO72723 4, 2004 Palsson et al. WO WO 2009.113853 9, 2009 2004/0096.946 5, 2004 Kealey et al. WO WO 2009.113855 9, 2009 2004/O1521.59 8, 2004 Causey et al. WO WO 2009,131040 10/2009 2005/OO42736 2, 2005 San et al. WO 2010 129936 A1 11 2010 2005, 0079482 4, 2005 Maranas et al. 2005/025O135 11/2005 Klaenhammer et al. 2005/0287655 12, 2005 Tabata et al. OTHER PUBLICATIONS 2006.0035348 2, 2006 Gulevich et al. 2006/OO73577 4, 2006 Ka-Yiu et al. Abiko et al., “Localization of NAD-isocitrate dehydrogenase and 2006/0099578 5, 2006 Wallace et al. 2006/0110810 5, 2006 Rajgarhia et al. glutamate dehydrogenase in rice roots: candidates for providing 2006/0172399 8, 2006 Nomoto et al.
Details
-
File Typepdf
-
Upload Time-
-
Content LanguagesEnglish
-
Upload UserAnonymous/Not logged-in
-
File Pages95 Page
-
File Size-