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Updated: Aug 23, 2026

Biochemical and Structural Characterization of the Carbohydrate Transport Substrate-binding-protein SP0092
Published on: October 2, 2017
Ten years of Integrative Carbohydrate Structure Validation with Privateer
Lucy Schofield1, Jordan Dialpuri2, Haroldas Bagdonas1
1York Structural Biology Laboratory, Department of Chemistry, University of York, York YO10 5DD, United Kingdom.
None:
Understanding glycoprotein structures is critical for understanding their biological roles, yet despite the moderate size of the glycans, determining the structure of these atomic models presents unique challenges. Originally designed to help mine the Protein Data Bank for monosaccharides and their context, the Privateer carbohydrate validation software has evolved to become ubiquitous in carbohydrate model building workflows. Privateer detects issues affecting sugar stereochemistry, regiochemistry, pyranoside and furanoside ring conformation, as well as overall glycan conformation and composition. Supporting both X-ray crystallography and cryo-electron microscopy data, Privateer can communicate with refinement software to help restrain sugar rings to their minimal-energy conformations. In this work, we reflect on a decade of Privateer, documenting its core processes and best practices to serve as the primary citation for the software.
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Structures of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...

