Ternary Complexation Involving Protein. Molecular Transport to Saccharide-Binding Proteins Using Macrocyclic Saccharide Cluster as Specific Transporter

Controlling morphology of peptide‐based soft structures by covalent modifications

“…Self‐assembled carbohydrate display systems could also find use in certain niche areas concerning biomedical applications such as inhibition of cell–cell or pathogen–cell adhesion, gene delivery, drug delivery, glycan microarrays, and cellular imaging . In addition, many groups have reported that carbohydrate‐coated architectures and microarrays show strong interaction with proteins and lectins and Escherichia coli type 1 pili .…”

Macrocyclic Glycoclusters: From Amphiphiles through Nanoparticles to Glycoviruses

“…The results are remarkable. [10,11] An illustration is directed molecular delivery to the hepatic cells which have receptors for the terminal galactose residues of asialoglycoproteins. [10] In spite of the presence of four long alkyl chains, amphiphile 1 is highly hydrophilic and practically miscible with water (solubility, > 1 gmL…”

“…[10] Lectin binding is another example. [11] The glucose and galactose compounds 1 a and 1 c are specifically Figure 1. Structures of macrocyclic glycocluster amphiphiles 1 a (8Mal), 1 b (8Cel), and 1 c (8 Lac) and a spacefilling illustration in the folded conformation (reproduced after modification with permission from ref.…”

Dendritic Galactosides Based on aβ-Cyclodextrin Core for the Construction of Site-Specific Molecular Delivery Systems: Synthesis and Molecular Recognition Studies

“…96 ± 98 8C; [a] 25 D À 14 (c 1 in chloroform); 1 H NMR (300 MHz, CDCl 3 ): d 7.23 (d, 3 J(NH,H1) 9.2 Hz, 1 H; NH), 5.36 (br d, 3 J(H3',H4') 2.8 Hz, 1 H; H-4'), 5.32 (t, 3 J 9.2 Hz, 1 H; H-3), 5.16 (t, 3 J 9.2 Hz, 1 H; H-1), 5.11 (dd, 3 J(H2',H3') 10.2, 3 J(H1',H2') 7.8 Hz, 1 H; H-2'), 4.95 (dd, 3 J(H2',H3') 10.2, 3 J(H3',H4') 3.5 Hz, 1 H; H-3'), 4.92 (t, 3 J 9.2 Hz, 1 H; H-2), 4.47 (d, 3 J(H1',H2') 7. 8 13 C NMR (75.5 MHz, CDCl 3 ): d 171.0 ± 166.0 (CO), 100.9 (C-1'), 78.4 (C-1), 75.9 (C-4), 74.7 (C-5), 72.2 (C-3), 71.0, 70. 8, 70.6 (C-3',5',2), 69.0 (C-2'), 66.7 (C-4'), 61.9 (C-6), 60.9 (C-6'), 42.3 (CH 2 Cl), 20.9 ± 20.5 (CH 3 CO); IR (KBr): n Ä 3350, 1749, 1705, 1532, 1369, 1229 cm À1 ; elemental analysis calcd (%) for C 28 H 38 ClNO 18 (712): C 47.23, H 5.38,N 1.96;found: C 47.50,H 5.50,N 1.86.…”

“…[6] Working on the same concept, other research groups have reported the synthesis of cluster glycosides based on different cores such as calixarenes [7] and calix [4]resorcarenes. [8] In particular, Aoyama and co-workers [8] have demonstrated that the latter type of compounds can deliver guest molecules to polar solid surfaces such as quartz, but also to biological targets such as lectins. The use of CDs as a scaffold of cluster glycosides offers several advantages over other macrocyclic compounds: It is more readily available and affordable, more biocompatible, and has the ability to form inclusion compounds with a large variety of guests in aqueous solution.…”