Biocatalytic methods to convert cyclohexane oxidation process waste streams to useful products
AssigneeInvista North America S.A R.L.
InventorsPaul S. Pearlman, Changlin Chen, Adriana Leonora Botes
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Abstract
The invention relates to methods for enriching monomer content in a cycloalkane oxidation process mixed organic waste stream. In particular, the methods involve combining a biocatalyst with a mixed organic waste stream from a cycloalkane oxidation process, and enzymatically converting dimeric and/or oligomeric components of said waste stream into monomeric components. The methods may enrich the content of diacids, adipic acid, and/or other α,ω-difunctional C6 alkanes in the mixed organic waste stream. Additionally, the treated mixed organic waste streams may have improved burning efficiency.
Claims58
A method of hydrolyzing dimeric, oligomeric, or cyclic esters in a cycloalkane oxidation process mixed organic waste stream, the method comprising contacting an isolated or extracellular biocatalyst with a mixed organic waste stream from a cycloalkane oxidation process;
- wherein the contacting results in hydrolysis of at least a portion of dimeric, oligomeric or cyclic esters of said waste stream into aliphatic monomeric components.
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A method to increase the C4-C6 diacids content of a cycloalkane oxidation process mixed organic waste stream, comprising:
- a. contacting said mixed organic waste stream with one or more isolated or extracellular hydrolases capable of hydrolyzing dimeric, oligomeric or cyclic esters such that at least a portion of dimeric, oligomeric or cyclic esters in said stream are hydrolyzed into linear C4-C6 aliphatic monomers;
- and
- b. contacting the mixed organic stream with a recombinant whole cell microbial biocatalyst capable of oxidising linear C4-C6 mono-acids, hydroxy-acids and oxo-acids to corresponding diacids such that at least a portion of the linear C4-C6 mono-acids, hydroxy-acids and oxo-acids in said mixed organic acid waste stream are oxidized to the corresponding diacids.
A method to increase the adipic acid content of a cycloalkane oxidation process mixed organic waste stream, comprising:
- a. contacting said mixed organic waste stream with one or more isolated or extracellular hydrolases, wherein the contacting results in hydrolysis of at least a portion of the dimeric, oligomeric or cyclic esters in said waste stream into aliphatic monomeric components;
- b. contacting said mixed organic stream with a recombinant whole cell microbial biocatalyst capable of
- i. oxidising at least a portion of the caproic acid, 6-hydroxycaproic acid and 6-oxocaproic acid in said mixed organic acid waste stream to adipic acid;
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- ii. converting at least a portion of the cyclic C6 components in said mixed organic waste stream to adipic acid.
A method to convert C6 components present in a cycloalkane oxidation process mixed organic waste stream to α,ω-difunctional C6 alkanes, comprising
- a. contacting said mixed organic waste stream with one or more isolated or extracellular hydrolases capable of hydrolyzing dimeric, oligomeric or cyclic esters, wherein the contacting results in hydrolysis of at least a portion of the dimeric, oligomeric or cyclic esters in said waste stream into aliphatic monomeric components;
- b. contacting the mixed organic stream with a recombinant whole cell microbial biocatalyst capable of
- i. oxidising at least a portion of the caproic acid and 6-hydroxycaproic acid in said mixed organic acid waste stream to 6-oxocaproic acid or adipic acid;
- ii. converting at least a portion of the cyclic C6 components in said mixed organic waste stream to 6-hydroxycaproic acid, 6-oxocaproic acid or adipic acid;
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- iii. expressing at least one heterologous enzyme that converts adipic acid, 6-hydroxycaproic acid or 6-oxohexanoic acid to 1,6-hexanediol, 6-aminocaproic acid, ε-caprolactam or hexamethylenediamine.
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A method for fed batch or continuous cultivation of microorganisms, comprising
- a. cultivating one or more microorganism strains in the presence of a cyclohexane oxidation process mixed organic waste stream, wherein said waste stream supply at least some of the carbon required for growth of said microorganisms, and
- b. enriching the monomer content in said cyclohexane oxidation process mixed organic waste stream using a hydrolase secreted by said one or more microorganism strains, wherein said hydrolases hydrolyzes dimeric and/or oligomeric components of said waste stream into monomeric components.
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A recombinant host cell comprising an exogenous nucleic acid encoding one or more or any combination of enzymes hydrolysing oligomeric esters present in NVR/COP acid such as lipases, esterases, cutinases, polyhydroxyalkanoate depolymerase;
- enzymes hydrolysing lactones such as lactone hydrolase or gluconolactonase;
- enzymes involved in ω-oxidation such as a P450 cytochrome oxidase, an ω hydroxylase, ω oxygenase enzyme or alkane-1-monooxygenase;
- a fatty alcohol oxidase or an alcohol dehydrogenase;
- a fatty-aldehyde dehydrogenase or fatty-aldehyde oxidase;
- enzymes converting cyclohexanol to hydroxycaproic acid such as the gene products of ChnA, ChnB and ChnC;
- enzymes involved in converting 6-oxohexanoic acid to 1,6-hexanediol such as aldehyde dehydrogenase and alcohol dehydrogenase, ω-transaminases involved in converting 6-oxphexanoic acid to 6-aminocaproic acid, and enzymes involved in converting 6-aminocaporic acid to hexamethylenediamine such as aldehyde dehydrogenase and aminotransferases, said host cell having a deficiency in beta oxidation, adipate CoA ligase activity, CoA transferase activity, or acylCoA oxidase activity.
Dependencies are inferred from the claim text.