scholarly journals Automated solid-phase synthesis of oligosaccharides containing sialic acids

2015 ◽  
Vol 11 ◽  
pp. 617-621 ◽  
Author(s):  
Chian-Hui Lai ◽  
Heung Sik Hahm ◽  
Chien-Fu Liang ◽  
Peter H Seeberger
Keyword(s):  
Sialic Acid ◽  
Building Block ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Sialic Acids ◽  
Phase Synthesis ◽  
Glycosyl Phosphate

A sialic acid glycosyl phosphate building block was designed and synthesized. This building block was used to prepare α-sialylated oligosaccharides by automated solid-phase synthesis selectively.

scholarly journals Synthesis of a GlcNAcylated arginine building block for the solid phase synthesis of death domain glycopeptide fragments

2017 ◽  
Vol 25 (11) ◽  
pp. 2895-2900 ◽  
Author(s):  
Siyao Wang ◽  
Leo Corcilius ◽  
Phillip P. Sharp ◽  
Richard J. Payne
Keyword(s):  
Building Block ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Death Domain ◽  
Phase Synthesis

scholarly journals Synthesis of homo- and heteromultivalent carbohydrate-functionalized oligo(amidoamines) using novel glyco-building blocks

2013 ◽  
Vol 9 ◽  
pp. 2395-2403 ◽  
Author(s):  
Felix Wojcik ◽  
Sinaida Lel ◽  
Alexander G O’Brien ◽  
Peter H Seeberger ◽  
Laura Hartmann
Keyword(s):  
Double Bond ◽  
Building Block ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Building Blocks ◽  
Phase Synthesis ◽  
Highly Efficient ◽  
Monomer Sequence ◽  
Full Control ◽  
Block Approach

We present the solid phase synthesis of carbohydrate-functionalized oligo(amidoamines) with different functionalization patterns utilizing a novel alphabet of six differently glycosylated building blocks. Highly efficient in flow conjugation of thioglycosides to a double-bond presenting diethylentriamine precursor is the key step to prepare these building blocks suitable for fully automated solid-phase synthesis. Introduction of the sugar ligands via functionalized building blocks rather than postfunctionalization of the oligomeric backbone allows for the straightforward synthesis of multivalent glycoligands with full control over monomer sequence and functionalization pattern. We demonstrate the potential of this building-block approach by synthesizing oligomers with different numbers and spacing of carbohydrates and also show the feasibility of heteromultivalent glycosylation patterns by combining building blocks presenting different mono- and disaccharides.

Phosphinic Peptide Matrix Metalloproteinase-9 Inhibitors by Solid-Phase Synthesis Using a Building Block Approach

1999 ◽  
Vol 5 (10) ◽  
pp. 2877-2884 ◽  
Author(s):  
Jens Buchardt ◽  
Mercedes Ferreras ◽  
Christian Krog-Jensen ◽  
Jean-Marie Delaissé ◽  
Niels Tækker Foged ◽  
...  
Keyword(s):  
Matrix Metalloproteinase ◽  
Building Block ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Matrix Metalloproteinase 9 ◽  
Phase Synthesis ◽  
Metalloproteinase 9 ◽  
Block Approach
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