Synthesis and conformational analysis of disaccharide analogues containing disulfide and selenosulfide functionalities in the interglycosidic linkages
Bibliographic record
Abstract
The synthesis of novel disaccharides containing disulfide (methyl-4-S-(β-D-galactopyranosyl-1'-thio)-4-thio-α-D-glucopyranoside (1)) and selenosulfide (methyl-4-Se-(β-D-galactopyranosyl-1'-thio)-4-seleno-α-D-glucopyranoside (2)) functionalities in the interglycosidic linkages is described. The synthetic strategy relied on the reaction of a β-glycosylthiosulfonate with a carbohydrate thiol or selenol nucleophile. The resulting protected β-dihetero-linked disaccharides were deprotected to give the target compounds. The conformational preferences of these dihetero analogues were inferred from NOESY experiments and line-broadening effects in variable-temperature NMR spectra, and are rationalized in terms of molecular orbital theory. Low-energy conformations of these compounds can populate regions of conformational space not usually occupied by β-linked disaccharides, and offer the possibility for presentation of novel ligand topographies.Key words: disaccharides, disulfides, selenosulfides, interglycosidic linkages, conformations, MO explanation.
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How this classification was reachedexpand
Full frame distilled prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.001 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.001 | 0.000 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one teacher head, not a consensus.
How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".