An isofagomine analogue with an amidine group in the 1,6-position

The synthesis of an isofagomine analogue with an amidine group in the 1,6-position is described. Density functional theory calculations showed that this compound has a remarkably different charge distribution compared with isofagomine. This may explain why the amidine is a poor glycosidase inhibitor (IC<sub>50</sub> > 50 µM against all tested enzymes) compared with isofagomine.

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Publication Details

Journal
Royal Society Open Science
Published
2025-02-01
DOI
https://doi.org/10.1098/rsos.241877
Citations
2
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
Field-Weighted Citation Impact
1.87

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article

An isofagomine analogue with an amidine group in the 1,6-position

Tereza Cristina Santos Evangelista, Óscar López, Magne O. Sydnes, Idd A. Christensen et al.
2 citations
Royal Society Open Science
Carbohydrate Chemistry and Synthesis
1.87
article

An isofagomine analogue with an amidine group in the 1,6-position

Tereza Cristina Santos Evangelista, Óscar López, Magne O. Sydnes, Idd A. Christensen, Finn L. Aachmann, Monika Moreń, Emil Lindbäck, Neil Westlund, I. Caroline Vaaland Holmgard, Ljupcho Pejov
article en
2 citations

Abstract

The synthesis of an isofagomine analogue with an amidine group in the 1,6-position is described. Density functional theory calculations showed that this compound has a remarkably different charge distribution compared with isofagomine. This may explain why the amidine is a poor glycosidase inhibitor (IC<sub>50</sub> > 50 µM against all tested enzymes) compared with isofagomine.

Royal Society Open ScienceVol. 12(2)
Norwegian University of Science and Technology (NO), Institute of Chemistry (CN), University of Bergen (NO), Arizona State University (US), Universidad de Sevilla (ES), University of Stavanger (NO)
Universitetet i Stavanger, Norges Forskningsråd
No poverty
Openalex Percentile: Top 17%
Carbohydrate Chemistry and Synthesis
1.87
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An isofagomine analogue with an amidine group in the 1,6-position — Tereza Cristina Santos Evangelista, Óscar López, et al. · Royal Society Open Science (2025) | TGRS Research Map | TGRS