US 12,188,068 B2
Semisynthetic routes to organic compounds
Stephen B. Del Cardayre, Belmont, CA (US); Andreas W. Schirmer, Hayward, CA (US); Myong Ko, San Mateo, CA (US); and Haibo Wang, San Pablo, CA (US)
Assigned to Genomatica, Inc., San Diego, CA (US)
Filed by Genomatica, Inc., San Diego, CA (US)
Filed on Apr. 13, 2021, as Appl. No. 17/229,543.
Application 17/229,543 is a continuation of application No. 15/301,754, granted, now 11,008,597, previously published as PCT/US2015/025452, filed on Apr. 10, 2015.
Claims priority of provisional application 61/978,176, filed on Apr. 10, 2014.
Prior Publication US 2021/0310033 A1, Oct. 7, 2021
Int. Cl. C12P 17/08 (2006.01); C12P 7/42 (2006.01); C12P 7/44 (2006.01); C12P 17/04 (2006.01)
CPC C12P 17/08 (2013.01) [C12P 7/42 (2013.01); C12P 7/44 (2013.01); C12P 17/04 (2013.01)] 16 Claims
 
1. A chemo-enzymatic process for producing Z-9 cyclohexadecenolide having the chemical structure:

OG Complex Work Unit Chemistry
the process comprising:
(i) culturing a recombinant microorganism in the presence of a carbon-based feedstock, wherein
the recombinant microorganism is a bacterium, cyanobacterium, yeast, or filamentous fungus,
the recombinant microorganism is genetically engineered to overexpress or to exogenously express an ω-hydroxylase or oxygenase of E.C. 1.14.15.3 compared to a native host cell, and
the recombinant microorganism produces an unsaturated ω-hydroxy fatty acid derivative that is ω-hydroxy-cis-9-hexadecenoic acid having the chemical structure:

OG Complex Work Unit Chemistry
and
(ii) contacting the ω-hydroxy-cis-9-hexadecenoic acid ex vivo with a reagent under conditions sufficient to produce the Z-9 cyclohexadecenolide, wherein the contacting comprises dehydration, lactonization, or a combination thereof.