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

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

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-LacNAc from lactose using β1,4-galactosyltransferase NmLgtB-B as the only biocatalyst.

Original language	English
Pages (from-to)	5920-5924
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	17
Issue number	24
Early online date	30 May 2019
DOIs	https://doi.org/10.1039/c9ob01089k
Publication status	First published - 30 May 2019
Externally published	Yes

Keywords

Amino Sugars/biosynthesis
Biocatalysis
Galactosyltransferases/chemistry
Lactose/chemistry
Molecular Structure
Recombinant Proteins/chemistry

Access to Document

10.1039/c9ob01089k

Cite this

Huang, K., Parmeggiani, F., Ledru, H., Hollingsworth, K., Mas Pons, J., Marchesi, A., Both, P., Mattey, A. P., Pallister, E., Bulmer, G. S., van Munster, J. M., Turnbull, W. B., Galan, M. C., & Flitsch, S. L. (2019). Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases. Organic and Biomolecular Chemistry, 17(24), 5920-5924. Advance online publication. https://doi.org/10.1039/c9ob01089k

@article{a55b9f62c90e44ffaf650269af469e2f,

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-LacNAc from lactose using β1,4-galactosyltransferase NmLgtB-B as the only biocatalyst.",

keywords = "Amino Sugars/biosynthesis, Biocatalysis, Galactosyltransferases/chemistry, Lactose/chemistry, Molecular Structure, Recombinant Proteins/chemistry",

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

year = "2019",

month = may,

day = "30",

doi = "10.1039/c9ob01089k",

language = "English",

volume = "17",

pages = "5920--5924",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

number = "24",

}

Huang, K, Parmeggiani, F, Ledru, H, Hollingsworth, K, Mas Pons, J, Marchesi, A, Both, P, Mattey, AP, Pallister, E, Bulmer, GS, van Munster, JM, Turnbull, WB, Galan, MC & Flitsch, SL 2019, 'Enzymatic synthesis of N-acetyllactosamine from lactose enabled by recombinant β1,4-galactosyltransferases', Organic and Biomolecular Chemistry, vol. 17, no. 24, pp. 5920-5924. https://doi.org/10.1039/c9ob01089k

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 - Mas Pons, Jordi

AU - Marchesi, Andrea

AU - Both, Peter

AU - Mattey, Ashley P

AU - Pallister, Edward

AU - Bulmer, Gregory S

AU - van Munster, Jolanda M

AU - Turnbull, W Bruce

AU - Galan, M Carmen

AU - Flitsch, Sabine L

PY - 2019/5/30

Y1 - 2019/5/30

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-LacNAc 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-LacNAc from lactose using β1,4-galactosyltransferase NmLgtB-B as the only biocatalyst.

KW - Amino Sugars/biosynthesis

KW - Biocatalysis

KW - Galactosyltransferases/chemistry

KW - Lactose/chemistry

KW - Molecular Structure

KW - Recombinant Proteins/chemistry

U2 - 10.1039/c9ob01089k

DO - 10.1039/c9ob01089k

M3 - Article

C2 - 31165848

SN - 1477-0520

VL - 17

SP - 5920

EP - 5924

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 24

ER -

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

Abstract

Keywords

Access to Document

Fingerprint

Cite this