2024 Short Course Agenda

AGENDA:

Tuesday, June 11, 2024

Day 1 (Automated Carbohydrate Chemistry):

8:15 a.m.   Arrival, Registration, Distribution of parking passes, Getting on line

8:35 a.m.   Welcome, Introductions, GlycoMIP Overview

9:00 a.m.   Program Overview

9:10 a.m.   Lecture – Carbohydrate Chemistry Fundamentals (Rich Helm)

This lecture provides a fundamental overview of carbohydrate reactivity in forming a glycosidic bond.  The focus will be on protecting groups and when to use them, arming and disarming of the anomeric position, glycoside donors and advantages/ disadvantages of these leaving groups, and solvent/activator conditions to consider when forming a glycosidic bond.  The lecture will provide effective strategies and trends related to carbohydrate chemistry.

10:00 a.m. Break

10:15 a.m. GlycoMIP Facility Tour

10:45 a.m. In Lab Safety Training

11:00 a.m. Dry/Prep reagents for Automated Synthesis (lab activity)

12:00 p.m. Lunch; Scholar Presentation – Glycopolymer Synthesis (Rachel Bianculli)

1:00 p.m.   Lecture – Continuous Flow Synthesis (Nicola Pohl)

This lecture introduces continuous flow chemistry as an approach for carbohydrate modification and oligosaccharide synthesis.  The focus will be on the principles of flow chemistry, how this approach has advanced carbohydrate chemistry, the limitations and advantages of this approach, when to use this approach over alternative strategies, and how this can be automated and modular.  The lecture will demonstrate how continuous flow chemistry is an easy to use, cheap, and effective approach for carbohydrate modification and glycosidic bond formation, especially for oligosaccharides.

1:50 p.m.   Break

2:05 p.m.   Flow Chemistry Reactions (lab activity)

2:50 p.m.   Analysis of Flow Products by TLC (lab activity)

3:20 p.m.   Lecture – Solid Phase Synthesis (Cassandra Callmann)

This lecture introduces solid phase synthesis as an approach for custom oligosaccharide synthesis.  The focus will be on the principles of solid phase synthesis and automated glycan assembly, how this approach has advanced glycoscience, the limitations and advantages of this approach, when to use this approach over alternative strategies, and the costs of custom oligosaccharide synthesis.  The lecture will demonstrate how solid phase synthesis is a costly, but effective approach for custom oligosaccharide synthesis, especially for complex polysaccharides.

4:10 p.m.   Glyconeer Run (lab activity)

5:30 p.m.   Adjourn

 

 

Wednesday, June 12, 2024

Day 2 (Polysaccharide Polymerization):

8:30 a.m.   Arrival

8:35 a.m.   Recap and Daily Overview

8:45 a.m.   Glyconeer Product Photocleavage (lab activity)

9:30 a.m.   Lecture – Living Polymerization (Jia Niu)

This lecture introduces living polymerization as an approach for polysaccharide synthesis.  The focus will be on the history and principles of living polymerization, how this approach can be used to generate glycomaterials with modified side chains and end groups, the limitations and advantages of this approach, the circular economy aspect to this approach, and the considerations and trends involved in this polymerization strategy.  The lecture will demonstrate how living polymerization can effectively produce uniform and block polysaccharides with controlled stereochemistry, degree of polymerization, and modifications.

10:20 a.m. Break

10:35 a.m. Living polymerization (Dextran) / Biocatalysis (Xylan) (lab activity)

11:05 a.m. Purify Glyconeer product on NP-HPLC / MALDI-MS (lab activity)

12:00 p.m. Lunch; Scholar Presentation – Flow Biocatalysis (Gurkeerat Kukal)

1:00 p.m.   Analyze MALDI-MS data for Glyconeer Product

1:30 p.m.   Lecture – Biocatalysis (Breeanna Urbanowicz)

This lecture introduces biocatalysis as an approach for polysaccharide synthesis.  The focus will be on the principles of biocatalysis, how this approach can be used to generate defined and native polysaccharide structures, the limitations and advantages of this approach, the requirement for nucleotide sugar donors and enzymes with a brief discussion on how to acquire enzymes and how to create nucleotide donors, and the considerations and trends involved in this polymerization strategy.  This lecture will demonstrate how biocatalysis can rapidly and effectively produce uniform polysaccharides with controlled stereochemistry and degree of polymerization while emphasizing the power and limitation of using enzymes.

2:20 p.m.   Break

2:40 p.m.   Polymerization Work-up and SEC-MALS Analysis (lab activity)

5:30 p.m.   Adjourn

 

 

Thursday, June 13, 2024

Day 3 (Designing Glycomaterials):

8:30 a.m.   Arrival

8:35 a.m.   Recap and Daily Overview

8:45 a.m.   Dextran and Xylan Data Analysis (SEC/NMR/MS)

9:30 a.m.   Lecture – Polysaccharide Modification (Kevin Edgar or Group Member)

This lecture broadly discusses the ways in which polysaccharides can be chemically modified to impart new material properties or to enhance processability of the polymers.  The focus will be on several common polysaccharide modifications (alkyl chains, esters, ethers), key examples of modified polysaccharides and their material applications, and trends for modifying polysaccharides and the properties that are imparted as they relate to biodegradability, impact resistance, glass-transition temperature, etc.  The lecture will demonstrate the long history of polysaccharide modification in industrial applications and a broad overview on trends involving structure – property relationships.

10:20 a.m. Break

10:40 a.m. Workshop – Rational Design of Glycomaterials (Ryan Porell)

This workshop is an informal discussion on the design of glycomaterials and will serve as a review and comprehension check for the attendees as they are tasked to rationally design several glycomaterials.  Participants will be expected to identify and justify an approach that we discussed towards preparing a complex polysaccharide, a uniform native polysaccharide, a complex oligosaccharide, and a bioplastic glycomaterial as a few potential examples.  The workshop will provide a holistic understanding on how best to design a glycomaterial from conception to synthesis with a targeted property or function in mind and offers the students an opportunity to discuss the various approaches in a side-by-side comparison.

11:30 a.m. Course Evaluation

11:45 a.m. Course Summary

12:00 p.m. Adjourn