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1 article(s) from Sestito, Stefania E

Clicked and long spaced galactosyl- and lactosylcalix[4]arenes: new multivalent galectin-3 ligands

Silvia Bernardi,
Paola Fezzardi,
Gabriele Rispoli,
Stefania E. Sestito,
Francesco Peri,
Francesco Sansone and
Alessandro Casnati

Beilstein J. Org. Chem. 2014, 10, 1672–1680, doi:10.3762/bjoc.10.175

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Figure 1: Lactosylthioureidocalix[4]arenes I–III used to inhibit Gal-3 [20,21].

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Figure 2: The new glycocalix[4]arenes 1–4 synthesized in this study.

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Scheme 1: Synthesis of the cone galactosylcalix[4]arenes 1. Reaction conditions: (i) DCC, DMAP, CH₂Cl₂, under...

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Scheme 2: Synthesis of the cone galactosylcalix[4]arenes 2. Reaction conditions: (i) DIPEA, CH₂Cl₂, rt, 6 h, ...

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Scheme 3: Synthesis of the cone lactosylcalix[4]arenes 3. Reaction conditions: (i) NaN₃, n-Bu₄NI, DMF, 90 °C,...

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Scheme 4: Synthesis of the 1,3-alternate lactosylcalix[4]arenes 4. Reaction conditions: (i) EDC, CH₂Cl₂/py (7...

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Figure 3: SPR sensorgrams of binding experiment between immobilized Gal-3 and glycocalixarenes 1, 3 and 4.

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Figure 4: a) Relative affinities of glycocalixarene 1, 3, 4 (1 mM) towards Gal-3, expressed in terms of the i...

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Published 23 Jul 2014

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