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Beilstein J. Org. Chem. 2015, 11, 1096–1104, doi:10.3762/bjoc.11.123
Graphical Abstract
Scheme 1: The Amadori rearrangement of aldoses with amines leads to C-glycosyl-type glycoconjugates, namely 1...
Figure 1: The bacterial lectin FimH is known to bind α-D-mannosides such as methyl α-D-mannoside 1 (MeMan) wi...
Scheme 2: Synthesis of D-glycero-D-galacto/D-talo-heptopyranose 8a and 8b: a) O3, NaOAc, Me2S, CH2Cl2/MeOH, −...
Scheme 3: Amadori rearrangement of heptoaldose 8 with propargylamine and aniline to yield C-glycosyl-type D-m...
Figure 2: Cartoon illustrating ligand binding by the bacterial lectin FimH. Complexation of D-manno-configure...
Figure 3: Partial charge coloured Connolly descriptions [28,29] (negative partial charges coloured in red, positive ...
Figure 4: Comparison of mannosides as complexed within the CRD of FimH (PDB 1KLF). A: MeMan (1); B: Amadori p...
Beilstein J. Org. Chem. 2012, 8, 1619–1629, doi:10.3762/bjoc.8.185
Scheme 1: Amadori rearrangement.
Scheme 2: C-Elongation using the sodium cyanide/sodium borohydride and HCN/Pd(BaSO4) method.
Scheme 3: C-Elongation as well as Amadori rearrangement in the D-gluco series.
Scheme 4: C-Elongation method by modified Kiliani–Fischer protocol from of D-galactose, D-mannose as well as ...
Scheme 5: Amadori rearrangement in the D-galacto series.
Scheme 6: Amadori rearrangement in the D-manno series.
Scheme 7: Amadori rearrangement in the GlcNAc series.
Beilstein J. Org. Chem. 2010, 6, No. 21, doi:10.3762/bjoc.6.21
Figure 1: Typical representatives of iminosugars.
Figure 2: N-Modified iminosugars 5–9 as potential pharmacological chaperones.
Figure 3: Structure of NOEV 10.
Scheme 1: Three-step-synthesis of partially protected 1-deoxy-D-galactonojirimycin derivative 12 from 10 via ...
Scheme 2: Synthesis of N-(6-aminohexyl)-1-deoxygalactonojirimycin (15) from 12 via 14.
Scheme 3: Synthesis of lipophilic 1-deoxy-D-galactonojirimycin derivatives 16–18 by chemoselective acylation ...
Scheme 4: Synthesis of compounds 19 as well as 20 from primary amine 15.
Scheme 5: Synthesis of compound 22.