Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases

Kun Huang; Fabio Parmeggiani; Helene Ledru; Kristian Hollingsworth; Jordi Mas Pons; Andrea Marchesi; Peter Both; Ashley P Mattey; Edward Pallister; Gregory  S Bulmer; Jolanda M Van Munster; W Bruce Turnbull; M. Carmen Galan; Sabine L. Flitsch

doi:10.1039/C9OB01089K

Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases

Kun Huang, Fabio Parmeggiani, Helene Ledru, Kristian Hollingsworth, Jordi Mas Pons, Andrea Marchesi, Peter Both, Ashley P Mattey, Edward Pallister, Gregory S Bulmer, Jolanda M Van Munster, W Bruce Turnbull, M. Carmen Galan, Sabine L. Flitsch

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Abstract

Utilising a fast and sensitive screening method based on imidazolium-tagged probes, we report unprecedented reversible activity of bacterial β1,4-galactosyltransferases to catalyse the transgalactosylation from lactose to N-acetylglucosamine to form N-acetyllactosamine in the presence of UDP. The process is demonstrated by the preparative scale synthesis of pNP-β-LacNAcm from lactose using β1,4-galactosyltransferase NmLgtB-B as the only biocatalyst.

Original language	English
Journal	Organic & biomolecular chemistry
Early online date	30 May 2019
DOIs	https://doi.org/10.1039/C9OB01089K
Publication status	Published - 2019

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Huang, K., Parmeggiani, F., Ledru, H., Hollingsworth, K., Pons, J. M., Marchesi, A., Both, P., Mattey, A. P., Pallister, E., Bulmer, G. S., Munster, J. M. V., Turnbull, W. B., Galan, M. C., & Flitsch, S. L. (2019). Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases. Organic & biomolecular chemistry. https://doi.org/10.1039/C9OB01089K

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title = "Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases",

abstract = "Utilising a fast and sensitive screening method based on imidazolium-tagged probes, we report unprecedented reversible activity of bacterial β1,4-galactosyltransferases to catalyse the transgalactosylation from lactose to N-acetylglucosamine to form N-acetyllactosamine in the presence of UDP. The process is demonstrated by the preparative scale synthesis of pNP-β-LacNAcm from lactose using β1,4-galactosyltransferase NmLgtB-B as the only biocatalyst.",

author = "Kun Huang and Fabio Parmeggiani and Helene Ledru and Kristian Hollingsworth and Pons, {Jordi Mas} and Andrea Marchesi and Peter Both and Mattey, {Ashley P} and Edward Pallister and Bulmer, {Gregory S} and Munster, {Jolanda M Van} and Turnbull, {W Bruce} and Galan, {M. Carmen} and Flitsch, {Sabine L.}",

year = "2019",

doi = "10.1039/C9OB01089K",

language = "English",

journal = "Organic & biomolecular chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases

AU - Huang, Kun

AU - Parmeggiani, Fabio

AU - Ledru, Helene

AU - Hollingsworth, Kristian

AU - Pons, Jordi Mas

AU - Marchesi, Andrea

AU - Both, Peter

AU - Mattey, Ashley P

AU - Pallister, Edward

AU - Bulmer, Gregory S

AU - Munster, Jolanda M Van

AU - Turnbull, W Bruce

AU - Galan, M. Carmen

AU - Flitsch, Sabine L.

PY - 2019

Y1 - 2019

N2 - Utilising a fast and sensitive screening method based on imidazolium-tagged probes, we report unprecedented reversible activity of bacterial β1,4-galactosyltransferases to catalyse the transgalactosylation from lactose to N-acetylglucosamine to form N-acetyllactosamine in the presence of UDP. The process is demonstrated by the preparative scale synthesis of pNP-β-LacNAcm from lactose using β1,4-galactosyltransferase NmLgtB-B as the only biocatalyst.

AB - Utilising a fast and sensitive screening method based on imidazolium-tagged probes, we report unprecedented reversible activity of bacterial β1,4-galactosyltransferases to catalyse the transgalactosylation from lactose to N-acetylglucosamine to form N-acetyllactosamine in the presence of UDP. The process is demonstrated by the preparative scale synthesis of pNP-β-LacNAcm from lactose using β1,4-galactosyltransferase NmLgtB-B as the only biocatalyst.

U2 - 10.1039/C9OB01089K

DO - 10.1039/C9OB01089K

M3 - Article

SN - 1477-0520

JO - Organic & biomolecular chemistry

JF - Organic & biomolecular chemistry

ER -

Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases

Abstract

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