C1(NC2C(=O)C(=O)C=2)C=CC=CC=1.[OH:14][C@H:15]1[O:23][C@H:22]([CH2:24][OH:25])[C@@H:20]([OH:21])[C@H:18]([OH:19])[C@@H:16]1[OH:17].C(N(CC)CC)C>C(O)C.C(O)C.O.O>[OH:14][C@H:15]1[O:23][C@H:22]([CH2:24][OH:25])[C@@H:20]([OH:21])[C@H:18]([OH:19])[C@@H:16]1[OH:17]Nanoparticles DB052 (200 mg) were stirred up by ultrasounds for 30 minutes in ethanol (5 mL). α-mannose phenylaminocyclobutenedione derivatives (71 mg, 1.8 10−4 mol, structure here above) was dissolved in an ethanol/water mixture (10 ml, 3/2). The α-mannose phenylaminocyclobutenedione derivative solution was added dropwisely to the nanoparticle suspension. Triethylamine (500 μL) was added, and the suspension was stirred for 18 hours. After centrifugation, the nanoparticles were dispersed in water and centrifuged (3 cycles), then dispersed in ethanol and centrifugated (two cycles). Functionalized nanoparticles (DB069) were obtained (200 mg).
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