‘One-pot’ sequential enzymatic modification of synthetic glycolipids in vesicle membranes

Faye Craven; Joana Silva; MD Segarra-Maset; Kun Huang; Peter Both; Julie Gough; Sabine Flitsch; Simon Webb

doi:10.1039/C7CC09148F

‘One-pot’ sequential enzymatic modification of synthetic glycolipids in vesicle membranes

Faye Craven, Joana Silva, MD Segarra-Maset, Kun Huang, Peter Both, Julie Gough, Sabine Flitsch, Simon Webb

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Abstract

β(1,4)-Galactosyltransferase (β4Gal-T1) and T. cruzi trans-sialidase (TcTS) have been used in a ‘one-pot’ cascade to provide vesicles (liposomes) with a trisaccharide coating. These soluble enzymes catalysed the transfer of galactose then sialic acid onto a synthetic N-acetylglucolipid embedded in the bilayers. Clustering of this substrate into microdomains increased the rate of sialylated lipid production, showing that an increase in β4Gal-T1 activity is carried through the enzymatic cascade. These coatings modulated cell recognition. Hepatocellular carcinoma cells took up vesicles modified by β4Gal-T1 alone more extensively than sialylated vesicles produced by ‘one-pot’ sequential enzymatic modification.

Original language	English
Pages (from-to)	1347-1350
Number of pages	4
Journal	Chemical Communications
Volume	54
Issue number	11
Early online date	4 Jan 2018
DOIs	https://doi.org/10.1039/C7CC09148F
Publication status	Published - 2018

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c7cc09148f (1)Accepted author manuscript, 1.08 MB

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title = "{\textquoteleft}One-pot{\textquoteright} sequential enzymatic modification of synthetic glycolipids in vesicle membranes",

abstract = "β(1,4)-Galactosyltransferase (β4Gal-T1) and T. cruzi trans-sialidase (TcTS) have been used in a {\textquoteleft}one-pot{\textquoteright} cascade to provide vesicles (liposomes) with a trisaccharide coating. These soluble enzymes catalysed the transfer of galactose then sialic acid onto a synthetic N-acetylglucolipid embedded in the bilayers. Clustering of this substrate into microdomains increased the rate of sialylated lipid production, showing that an increase in β4Gal-T1 activity is carried through the enzymatic cascade. These coatings modulated cell recognition. Hepatocellular carcinoma cells took up vesicles modified by β4Gal-T1 alone more extensively than sialylated vesicles produced by {\textquoteleft}one-pot{\textquoteright} sequential enzymatic modification.",

author = "Faye Craven and Joana Silva and MD Segarra-Maset and Kun Huang and Peter Both and Julie Gough and Sabine Flitsch and Simon Webb",

year = "2018",

doi = "10.1039/C7CC09148F",

language = "English",

volume = "54",

pages = "1347--1350",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "11",

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TY - JOUR

T1 - ‘One-pot’ sequential enzymatic modification of synthetic glycolipids in vesicle membranes

AU - Craven, Faye

AU - Silva, Joana

AU - Segarra-Maset, MD

AU - Huang, Kun

AU - Both, Peter

AU - Gough, Julie

AU - Flitsch, Sabine

AU - Webb, Simon

PY - 2018

Y1 - 2018

N2 - β(1,4)-Galactosyltransferase (β4Gal-T1) and T. cruzi trans-sialidase (TcTS) have been used in a ‘one-pot’ cascade to provide vesicles (liposomes) with a trisaccharide coating. These soluble enzymes catalysed the transfer of galactose then sialic acid onto a synthetic N-acetylglucolipid embedded in the bilayers. Clustering of this substrate into microdomains increased the rate of sialylated lipid production, showing that an increase in β4Gal-T1 activity is carried through the enzymatic cascade. These coatings modulated cell recognition. Hepatocellular carcinoma cells took up vesicles modified by β4Gal-T1 alone more extensively than sialylated vesicles produced by ‘one-pot’ sequential enzymatic modification.

AB - β(1,4)-Galactosyltransferase (β4Gal-T1) and T. cruzi trans-sialidase (TcTS) have been used in a ‘one-pot’ cascade to provide vesicles (liposomes) with a trisaccharide coating. These soluble enzymes catalysed the transfer of galactose then sialic acid onto a synthetic N-acetylglucolipid embedded in the bilayers. Clustering of this substrate into microdomains increased the rate of sialylated lipid production, showing that an increase in β4Gal-T1 activity is carried through the enzymatic cascade. These coatings modulated cell recognition. Hepatocellular carcinoma cells took up vesicles modified by β4Gal-T1 alone more extensively than sialylated vesicles produced by ‘one-pot’ sequential enzymatic modification.

U2 - 10.1039/C7CC09148F

DO - 10.1039/C7CC09148F

M3 - Article

SN - 1359-7345

VL - 54

SP - 1347

EP - 1350

JO - Chemical Communications

JF - Chemical Communications

IS - 11

ER -

‘One-pot’ sequential enzymatic modification of synthetic glycolipids in vesicle membranes

Abstract

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