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Exploring a glycosylation methodology for the synthesis of hydroxamate-modified alginate building blocks (2019)
Journal Article
Dimitriou, E., & Miller, G. (2019). Exploring a glycosylation methodology for the synthesis of hydroxamate-modified alginate building blocks. Organic and Biomolecular Chemistry, 17(42), 9321-9335. https://doi.org/10.1039/c9ob02053e

Alginate, an anionic polysaccharide, is an important industrial biomaterial naturally harvested from seaweed. Many of its important physicochemical properties derive from the presence of charged carboxylate groups presented as uronic acids within the... Read More about Exploring a glycosylation methodology for the synthesis of hydroxamate-modified alginate building blocks.

Chemical and enzymatic synthesis of the alginate sugar nucleotide building block: GDP-d-mannuronic acid (2019)
Journal Article
Beswick, L., Ahmadipour, S., Dolan, J. P., Rejzek, M., Field, R. A., & Miller, G. J. (2019). Chemical and enzymatic synthesis of the alginate sugar nucleotide building block: GDP-d-mannuronic acid. Carbohydrate Research, 485(1), 107819 -107819. https://doi.org/10.1016/j.carres.2019.107819

Highlights Sugarnucleotide synthesis. Chemical and enzymatic access to GDP-d-ManA. Evaluation of protected and free uronate 1-phosphates for pyrophosphorylation.

6R/S-deutero-a-d-mannopyranoside 1-phosphate (2019)
Journal Article
Miller, G., & Ahmadipour, S. (2019). 6R/S-deutero-a-d-mannopyranoside 1-phosphate. Molbank, 2019(3), Article M1068. https://doi.org/10.3390/M1068

6R/S-deutero-a-d-mannopyranoside 1-phosphate was synthesised from a C6 aldehydic mannose thioglycoside donor in four steps. Using NaBD4 as the reductant, isotopic enrichment at C6 was achieved and the resultant C6-deuterated material was converted th... Read More about 6R/S-deutero-a-d-mannopyranoside 1-phosphate.

Chemoenzymatic Synthesis of C6-Modified Sugar Nucleotides To Probe the GDP-d-Mannose Dehydrogenase from Pseudomonas aeruginosa (2019)
Journal Article
Ahmadipour, S., Pergolizzi, G., Rejzek, M., Field, R. A., & Miller, G. J. (2019). Chemoenzymatic Synthesis of C6-Modified Sugar Nucleotides To Probe the GDP-d-Mannose Dehydrogenase from Pseudomonas aeruginosa. Organic Letters, 21(12), 4415-4419. https://doi.org/10.1021/acs.orglett.9b00967

The chemoenzymatic synthesis of a series of C6-modified GDP-d-Man sugar nucleotides is described. This provides the first structure–function tools for the GDP-d-ManA producing GDP-d-mannose dehydrogenase (GMD) from Pseudomonas aeruginosa. Using a com... Read More about Chemoenzymatic Synthesis of C6-Modified Sugar Nucleotides To Probe the GDP-d-Mannose Dehydrogenase from Pseudomonas aeruginosa.