Publication

Means and methods for synthesizing precursors of y-aminobutyric acid (gaba) analogs

Poelarends, G. J., Biewenga, L., Meer ,van der, J. Y., Poddar, H. & Thangavelu, S., 29-Jan-2020, Patent No. EP3599246, 25-Jul-2018, Priority date 25-Jul-2018

Research output: Patent

APA

Poelarends, G. J., Biewenga, L., Meer ,van der, J. Y., Poddar, H., & Thangavelu, S. (2020). Means and methods for synthesizing precursors of y-aminobutyric acid (gaba) analogs. (Patent No. EP3599246).

Author

Poelarends, Gerrit Jan (Inventor) ; Biewenga, Lieuwe (Inventor) ; Meer ,van der, Jan Ytzen (Inventor) ; Poddar, Harshwardhan (Inventor) ; Thangavelu, Saravanan (Inventor). / Means and methods for synthesizing precursors of y-aminobutyric acid (gaba) analogs. Patent No.: EP3599246. Jul 25, 2018.

Harvard

Poelarends, GJ, Biewenga, L, Meer ,van der, JY, Poddar, H & Thangavelu, S Jul. 25 2018, Means and methods for synthesizing precursors of y-aminobutyric acid (gaba) analogs, Patent No. EP3599246.

Standard

Means and methods for synthesizing precursors of y-aminobutyric acid (gaba) analogs. / Poelarends, Gerrit Jan (Inventor); Biewenga, Lieuwe (Inventor); Meer ,van der, Jan Ytzen (Inventor); Poddar, Harshwardhan (Inventor); Thangavelu, Saravanan (Inventor).

Patent No.: EP3599246. Jul 25, 2018.

Research output: Patent

Vancouver

Poelarends GJ, Biewenga L, Meer ,van der JY, Poddar H, Thangavelu S, inventors. Means and methods for synthesizing precursors of y-aminobutyric acid (gaba) analogs. EP3599246. 2020 Jan 29.


BibTeX

@misc{ea37fbe398194aeebff16fca5f42845b,
title = "Means and methods for synthesizing precursors of y-aminobutyric acid (gaba) analogs",
abstract = "The invention relates to the fields of drug development and biocatalysis, more specifically to a biocatalytic route for asymmetric synthesis of precursors of y-aminobutyric acid (GABA) analogs. Provided is an isolated mutant 4-oxalocrototonate tautomerase (4-OT) enzyme comprising the following mutations (i) leucine at position 8 substituted with a tyrosine (L8Y) or a phenylalanine (L8F); (ii) methionine at position 45 substituted with a tyrosine (M45Y); and (iii) phenylalanine at position 50 substituted with an alanine (F50A), wherein the positions are numbered according to the amino acid sequence of 4-OT of Pseudomonas putida. Also provided is a method for the synthesis of a precursor for the pharmaceutically relevant enantiomer of a GABA analog, comprising (i) providing a y-nitroaldehyde using the 4-OT mutant enzyme, followed by (ii) subjecting the thus obtained y-nitroaldehyde to an enzymatic oxidation reaction catalyzed by an aldehyde dehydrogenase (EC 1.2.1.3).",
author = "Poelarends, {Gerrit Jan} and Lieuwe Biewenga and {Meer ,van der}, {Jan Ytzen} and Harshwardhan Poddar and Saravanan Thangavelu",
year = "2020",
month = "1",
day = "29",
language = "English",
type = "Patent",
note = "EP3599246",

}

RIS

TY - PAT

T1 - Means and methods for synthesizing precursors of y-aminobutyric acid (gaba) analogs

AU - Poelarends, Gerrit Jan

AU - Biewenga, Lieuwe

AU - Meer ,van der, Jan Ytzen

AU - Poddar, Harshwardhan

AU - Thangavelu, Saravanan

PY - 2020/1/29

Y1 - 2020/1/29

N2 - The invention relates to the fields of drug development and biocatalysis, more specifically to a biocatalytic route for asymmetric synthesis of precursors of y-aminobutyric acid (GABA) analogs. Provided is an isolated mutant 4-oxalocrototonate tautomerase (4-OT) enzyme comprising the following mutations (i) leucine at position 8 substituted with a tyrosine (L8Y) or a phenylalanine (L8F); (ii) methionine at position 45 substituted with a tyrosine (M45Y); and (iii) phenylalanine at position 50 substituted with an alanine (F50A), wherein the positions are numbered according to the amino acid sequence of 4-OT of Pseudomonas putida. Also provided is a method for the synthesis of a precursor for the pharmaceutically relevant enantiomer of a GABA analog, comprising (i) providing a y-nitroaldehyde using the 4-OT mutant enzyme, followed by (ii) subjecting the thus obtained y-nitroaldehyde to an enzymatic oxidation reaction catalyzed by an aldehyde dehydrogenase (EC 1.2.1.3).

AB - The invention relates to the fields of drug development and biocatalysis, more specifically to a biocatalytic route for asymmetric synthesis of precursors of y-aminobutyric acid (GABA) analogs. Provided is an isolated mutant 4-oxalocrototonate tautomerase (4-OT) enzyme comprising the following mutations (i) leucine at position 8 substituted with a tyrosine (L8Y) or a phenylalanine (L8F); (ii) methionine at position 45 substituted with a tyrosine (M45Y); and (iii) phenylalanine at position 50 substituted with an alanine (F50A), wherein the positions are numbered according to the amino acid sequence of 4-OT of Pseudomonas putida. Also provided is a method for the synthesis of a precursor for the pharmaceutically relevant enantiomer of a GABA analog, comprising (i) providing a y-nitroaldehyde using the 4-OT mutant enzyme, followed by (ii) subjecting the thus obtained y-nitroaldehyde to an enzymatic oxidation reaction catalyzed by an aldehyde dehydrogenase (EC 1.2.1.3).

M3 - Patent

M1 - EP3599246

Y2 - 2018/07/25

ER -

ID: 113450712