scholarly journals Chemoenzymatic synthesis of the oligosaccharide moiety of the tumor-associated antigen disialosyl globopentaosylceramide

2019 ◽  
Vol 17 (31) ◽  
pp. 7304-7308 ◽  
Author(s):  
Ingrid M. E. 't Hart ◽  
Tiehai Li ◽  
Margreet A. Wolfert ◽  
Shuo Wang ◽  
Kelley W. Moremen ◽  
...  
Keyword(s):  
Chemoenzymatic Synthesis ◽  
Microarray Technology ◽  
Glycan Microarray ◽  
Glycosyl Transferases ◽  
Tumor Associated Antigen ◽  
Oligosaccharide Moiety

The oligosaccharide of the tumor-associated antigen DSGb5 was synthesized in a chemoenzymatic manner by exploiting the mammalian glycosyl transferases ST3Gal1 and ST6GalNAc5, and its binding with Siglec-7 was investigated by glycan microarray technology.

scholarly journals Multivalent glycan arrays

2019 ◽  
Vol 219 ◽  
pp. 9-32 ◽  
Author(s):  
Marco Mende ◽  
Vittorio Bordoni ◽  
Alexandra Tsouka ◽  
Felix F. Loeffler ◽  
Martina Delbianco ◽  
...  
Keyword(s):  
State Of The Art ◽  
The State ◽  
Microarray Technology ◽  
Glycan Microarray ◽  
Introductory Lecture ◽  
Novel Approaches

In this introductory lecture we discuss the state-of-the-art glycan microarray technology, with emphasis on novel approaches to immobilize collections of glycans in a defined, multivalent manner.

scholarly journals Synthesis of asymmetrical multiantennary human milk oligosaccharides

2017 ◽  
Vol 114 (27) ◽  
pp. 6954-6959 ◽  
Author(s):  
Anthony R. Prudden ◽  
Lin Liu ◽  
Chantelle J. Capicciotti ◽  
Margreet A. Wolfert ◽  
Shuo Wang ◽  
...  
Keyword(s):  
Human Milk ◽  
Binding Proteins ◽  
Chemoenzymatic Synthesis ◽  
Structural Elements ◽  
Human Milk Oligosaccharides ◽  
Binding Selectivity ◽  
Milk Oligosaccharides ◽  
Glycan Microarray ◽  
Broad Applicability ◽  
Complex Architectures

Despite mammalian glycans typically having highly complex asymmetrical multiantennary architectures, chemical and chemoenzymatic synthesis has almost exclusively focused on the preparation of simpler symmetrical structures. This deficiency hampers investigations into the biology of glycan-binding proteins, which in turn complicates the biomedical use of this class of biomolecules. Herein, we describe an enzymatic strategy, using a limited number of human glycosyltransferases, to access a collection of 60 asymmetric, multiantennary human milk oligosaccharides (HMOs), which were used to develop a glycan microarray. Probing the array with several glycan-binding proteins uncovered that not only terminal glycoepitopes but also complex architectures of glycans can influence binding selectivity in unanticipated manners. N- and O-linked glycans express structural elements of HMOs, and thus, the reported synthetic principles will find broad applicability.

Chemoenzymatic synthesis of tumor-associated antigen N3 minor octasaccharide

2016 ◽  
Vol 35 (8-9) ◽  
pp. 412-422 ◽  
Author(s):  
Zhipeng Han ◽  
Congcong Chen ◽  
Caicai Meng ◽  
Tian Gao ◽  
Peng Peng ◽  
...  
Keyword(s):  
Chemoenzymatic Synthesis ◽  
Tumor Associated Antigen

Custom microarray for glycobiologists: considerations for glycosyltransferase gene expression profiling

2002 ◽  
Vol 69 ◽  
pp. 135-142 ◽  
Author(s):  
Elena M. Comelli ◽  
Margarida Amado ◽  
Steven R. Head ◽  
James C. Paulson
Keyword(s):  
Gene Expression ◽  
Gene Expression Profiling ◽  
Expression Profiling ◽  
Affymetrix Genechip ◽  
Microarray Technology ◽  
Gene Arrays ◽  
Glycosyltransferase Gene

The development of microarray technology offers the unprecedented possibility of studying the expression of thousands of genes in one experiment. Its exploitation in the glycobiology field will eventually allow the parallel investigation of the expression of many glycosyltransferases, which will ultimately lead to an understanding of the regulation of glycoconjugate synthesis. While numerous gene arrays are available on the market, e.g. the Affymetrix GeneChip® arrays, glycosyltransferases are not adequately represented, which makes comprehensive surveys of their gene expression difficult. This chapter describes the main issues related to the establishment of a custom glycogenes array.

A One-Pot Chemoenzymatic Synthesis of (2S,4R)-4-Methylproline Enables the First Total Synthesis of Antiviral Lipopeptide Cavinafungin B

2018 ◽  
Author(s):  
Christian R. Zwick ◽  
Hans Renata
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Complex Molecule ◽  
Molecular Target ◽  
Chemoenzymatic Synthesis ◽  
General Strategy ◽  
One Pot

We report an efficient ten-step synthesis of antiviral natural product cavinafungin B in 37% overall yield. By leveraging a one-pot chemoenzymatic synthesis of (2S,4R)-4-methylproline and oxazolidine-tethered (Rink-Boc-ATG-resin) SPPS methodology, the assembly of our molecular target could be conducted in an efficient manner.This general strategy could prove amenable to the construction of other natural and unnatural linear lipopeptides. The value of incorporating biocatalytic steps in complex molecule synthesis is highlighted by this work.

Sign in / Sign up

Export Citation Format

Share Document