Literature Highlights
on Automated Oligosaccharide Synthesis
The automated synthesis of oligosaccharides on solid support
is a rapidly growing field. The use of automated synthesizers
will help chemists to rapidly and reproducibly acquire a diverse range of compounds for biological studies. Highlights in
the recent literature include:
• Seeberger et al. “Automated Solid-Phase Synthesis of Oligosaccharides,” Science 2001, 291, 1523-1527.
• Seeberger, P. H. “Automated Oligosaccharide Synthesis,”
Chem. Soc. Rev. 2008, 37, 19-28.
• Codée et al. “Automated Solid-Phase Synthesis of Hyaluronan Oligosaccharides,” Org. Lett. 2012, 14, 3776-3779.
Glyconeer® – Automated
Oligosaccharide Synthesizer
Ready to use
Carbohydrate Building Blocks
Glyconeer 2.1
Fully automated oligosaccharide synthesizer
Custom Synthesis of Glycans
• Codée et al. “Automated Solid-Phase Synthesis of β-Mannuronic Acid Alginates,” Angew. Chem. Int. Ed. Eng. 2012,
51, 4393-4396.
• Seeberger et al. “Streamlined Access to Conjugation-Ready Glycans by Automated Synthesis,” Chem. Sci. 2012, 3,
1617-1622.
• Seeberger et al. “Automated Synthesis of Sialylated Oligosaccharides,” Beilstein J. Org. Chem. 2012, 8, 1601-1609
Parts of the following publications have already been reproduced on the Glyconeer®:
• Seeberger et al. “Automated Synthesis of Chondroitin Sulfate Glycosaminoglycans,” Angew. Chem. Int. Ed. Eng.
2013, 52, 5858-5861.
• Codée et al. “A Second-Generation Tandem Ring-Closing
Methathesis Cleavable Linker for Solid-Phase Oligosaccharide Synthesis,” Eur. J. Org. Chem. 2013, 6644-6655.
• Seeberger et al. “Automated Solid Phase Synthesis of
Oligoarabinofuranosides,” Chem. Commun. 2013, 49,
4453-4455.
• Seeberger et al. “Automated Polysaccharide Synthesis:
Assembly of a 30mer Mannoside,” Angew. Chem. Int. Ed.
Eng. 2013, 52, 5862-5865.
For more information, please contact:
Mark K. Schlegel, Ph.D
Head of Automation
T +049 (0)30 9489 2842
[email protected]
GlycoUniverse GmbH & Co KGaA
Robert-Rössle-Strasse 10, Haus D 79
13125 Berlin
Germany
T +49 (0)30 9489 2840
F +49 (0)30 9489 2841
[email protected]
www.glycouniverse.de
www.glycouniverse.de
The Glyconeer®
Fully Automated Oligosaccharide Synthesizer
Accelerating Carbohydrate Research
Individual Components
Carousel with 64 Positions for
Building Block Delivery
• Solid monosaccharide building
blocks sealed in glass vials
Monosaccharide
Building Blocks
Solid-Supported
Linker
• Delivery of up to a 3 mL solution
under Argon pressure
• The complete content of each vial
is directly transferred to the reaction
vessel – no waste!
AUTOMATED
SYNTHESIS
• Dissolve your building blocks in any
of the 8 solvents currently present
on the machine or pre-dissolve
them in an alternate solvent
• Fast and accurate
pressure-driven reagent delivery
Triple-Jacketed Reaction
Vessel
• Versatile system
compatible with a wide range of
chemistries
• Vacuum-Jacketed to help reduce
the amount of condensation formed
on the outside of the vessel at temperatures lower than ambient
• Solvent (8) and Reagent (16) bottles
all maintained under an electronically
regulated Argon pressure
• Additional cover to help reduce exposure to outside light and moisture
• Easy to use software
with various “smart” features
• Integrated temperature control
from -40 °C to +80 °C
• On-Line detector
to monitor coupling efficiency
• Synthesis scale from 10-100 µmoles*
* Based on current methodologies
Oligosaccharides
Potential
Applications
• Argon bubbling through the bottom
of the vessel for mixing of the resin
Separate Fraction and Waste
Collection
• Carousel, containing 10 mL test
tubes, for the collection of up to 15
fractions* directly from the reaction
vessel
• Waste container (5 L) with liquid
level sensor to prevent overflow
* Capacity of the 2014 version may vary
Glycan Arrays
Glycoconjugates