Development of an Orthogonal Protection Strategy for the Synthesis of Mycobacterial Arabinomannan Fragments
Bibliographic record
Abstract
Mycobacterium tuberculosis, the organism that causes tuberculosis (TB), has a carbohydrate-rich cell wall structure that possesses a number of immunogenic antigens. Circulating antibodies that recognize these glycans are present in patients infected by mycobacteria; detection of these antibodies could be the basis for new TB diagnostics. We describe here the synthesis of a panel of mycobacterial arabinomannan fragments for use in investigations directed at testing the feasibility of such a diagnostic method. In this study, we focused on structural motifs present in the core of the key immunogenic polysaccharide lipoarabinomannan (LAM). To access these compounds, we developed an efficient orthogonal protection strategy that allowed access to seven arabinomannan fragments of LAM (1-7). The targets included one tetrasaccharide, one pentasaccharide, three octasaccharides, and two nonasaccharides. Starting from a differentially protected trimannopyranoside derivative (8 or 9), the targets were obtained using an approach that involved selective removal of the protecting group present at the O-2 position of a single mannopyranoside residue, followed by glycosylation with a pentaarabinofuranose thioglycoside and/or a mannopyranose trichloroacetimidate.
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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 | 0.001 | 0.000 |
| 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 | 0.001 | 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".