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US 11,634,718 B2Granted
Production of macrocyclic ketones in recombinant hosts
AssigneeTakasago International Corporation
InventorsCurt aimé Friis Nielsen, Jon Heal, Johannes Haerle
Life of this patent
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Abstract
The invention relates to recombinant microorganisms and methods for producing macrocyclic ketones and macrocyclic ketone precursors.
Claims25
A recombinant Saccharomyces cerevisiae producing one or more macrocyclic ketone precursors, comprising:
- (a) a polynucleotide encoding a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 34 or SEQ ID NO:
- 35 capable of synthesizing 3-methyl oxopentanoate from L-isoleucine;
- (b) a polynucleotide encoding a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 36 capable of synthesizing (S)-2-methylbutanal from 3-methyl-2-oxopentanoate;
- (c) a polynucleotide encoding a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 37 or SEQ ID NO:
- 38 capable of synthesizing (S)-2-methylbutyric acid from (S)-2-methylbutanal;
- (d) a polynucleotide encoding a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 23 or SEQ ID NO:
- 24 capable of synthesizing (S)-2-methylbutyryl-CoA from (S)-2-methylbutyric acid;
- (e) a polynucleotide encoding a polypeptide having at least 95% sequence identity to SEQ ID NO:25 capable of synthesizing 14- methylhexadecanoic acid from (S)-2-methylbutyryl-CoA;
- and
- (f) a polynucleotide encoding a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 21 capable of synthesizing a 3-methylhexadecanedioic acid from 14-methylhexadecanoic acid;
- wherein at least one of the polynucleotides (a)-(f) is a recombinant polynucleotide, and
- wherein the one or more macrocyclic ketone precursors comprises 3-methylhexadecanedioic acid, 14-methylhexadecanoic acid, or a combination thereof.
14 more elements
An in vitro method for producing a one or more macrocyclic ketone precursors comprising adding to a reaction mixture:
- (a) a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 34 or SEQ ID NO:
- 35 capable of synthesizing 3-methyl-2-oxopentanoate from L-isoleucine;
- (b) a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 36 capable of synthesizing (S)-2-methylbutanal from 3-methyl-2-oxopentanoate;
- (c) a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 37 or SEQ ID NO:
- 38 capable of synthesizing (S)-2-methylbutyric acid from (S)-2-methylbutanal;
- (d) a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 23 or SEQ ID NO:
- 24 capable of synthesizing (S)-2-methylbutyryl-CoA from (S)-2-methylbutyric acid;
- (e) a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 25 capable of synthesizing 14-methylhexadecanoic acid from (S)-2-methylbutyryl-CoA;
- (f) a polypeptide having at least 95% sequence identity to SEQ ID NO:
- 21 capable of synthesizing 3-methylhexadecanedioic acid from 14-methylhexadecanoic acid;
- and
- a plant-derived or synthetic L-isoleucine, 3-methyl-2-oxopentanoate, (S)-2-methylbutanal, (S)-2-methylbutyric acid, (S)-2-methylbutyryl-CoA, 14-methylhexadecanoic acid, or 3-methylhexadecanedioic acid;
- wherein at least one of the polypeptides (a)-(f) is a recombinant polypeptide, and
- wherein the one or more macrocyclic ketone precursors comprises 3-methylhexadecanedioic acid, 14-methylhexadecanoic acid, or a combination thereof.
16 more elements
A combination of nucleic acid molecules, each nucleic acid molecule encoding:
- (a) a polypeptide capable of synthesizing 3-methyl-2-oxopentanoate from L-isoleucine and having at least 95% sequence identity to any one of the amino acid sequences of SEQ ID NOs:34 or 35;
- (b) a polypeptide capable of synthesizing (S)-2-methylbutanal from 3-methyl-2-oxopentanoate and having at least 95% sequence identity to the amino acid sequence of SEQ ID NO:36;
- (c) a polypeptide capable of synthesizing (S)-2-methylbutyric acid from (S)-2-methylbutanal and having at least 95% sequence identity to any one of the amino acid sequences of SEQ ID NOs:37 or 38;
- (d) a polypeptide capable of synthesizing (S)-2-methylbutyryl-CoA from (S)-2-methylbutyric acid and having at least 95% sequence identity to any one of the amino acid sequences of SEQ ID NOs:23 or 24;
- (e) a polypeptide capable of synthesizing a 14- methylhexadecanoic acid from (S)-2-methylbutyryl-CoA and having at least 95% sequence identity to the amino acid sequence of SEQ ID NO:25;
- and
- (f) a polypeptide capable of synthesizing a 3-methylhexadecanedioic acid from the 14-methylhexadecanoic acid and having at least 95% sequence identity to the amino acid sequence of SEQ ID NO:
- 21.
5 more elements
A recombinant Saccharomyces cerevisiae producing one or more macrocyclic ketone precursors, comprising:
- (a) a polynucleotide encoding a polypeptide comprising a sequence of SEQ ID NO:
- 34 or SEQ ID NO:
- 35 capable of synthesizing 3-methyl-2-oxopentanoate from L-isoleucine;
- (b) a polynucleotide encoding a polypeptide comprising a sequence of SEQ ID NO:
- 36 capable of synthesizing (S)-2-methylbutanal from 3-methyl-2-oxopentanoate;
- (c) a polynucleotide encoding a polypeptide comprising a sequence of SEQ ID NO:
- 37 or SEQ ID NO:
- 38 capable of synthesizing (S)-2-methylbutyric acid from (S)-2-methylbutanal;
- (d) a polynucleotide encoding a polypeptide comprising a sequence of SEQ ID NO:23 or SEQ ID NO:24 capable of synthesizing (S)-2-methylbutyryl-CoA from (S)-2-methylbutyric acid;
- (e) a polynucleotide encoding a polypeptide comprising a sequence of SEQ ID NO:25 capable of synthesizing 14-methylhexadecanoic acid from (S)-2-methylbutyryl-CoA;
- and
- (f) a polynucleotide encoding a polypeptide comprising a sequence of SEQ ID NO:
- 21 capable of synthesizing 3-methylhexadecanedioic acid from 14-methylhexadecanoic acid;
- wherein at least one of the polynucleotides (a)-(f) is a recombinant polynucleotides, and
- wherein the one or more macrocyclic ketone precursors comprises 3-methylhexadecanedioic acid, 14-methylhexadecanoic acid, or a combination thereof.
12 more elements
Dependencies are inferred from the claim text.