2019
DOI: 10.1002/anie.201903259
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Orthogonal Halogen‐Bonding‐Driven 3D Supramolecular Assembly of Right‐Handed Synthetic Helical Peptides

Abstract: Peptide‐mediated self‐assembly is a prevalent method for creating highly ordered supramolecular architectures. Herein, we report the first example of orthogonal C−X⋅⋅⋅X−C/C−X⋅⋅⋅π halogen bonding and hydrogen bonding driven crystalline architectures based on synthetic helical peptides bearing hybrids of l‐sulfono‐γ‐AApeptides and natural amino acids. The combination of halogen bonding, intra‐/intermolecular hydrogen bonding, and intermolecular hydrophobic interactions enabled novel 3D supramolecular assembly. T… Show more

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Cited by 40 publications
(56 citation statements)
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References 75 publications
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“…They are known to influence the cell–cell communication by receptor bindings and are involved in many biochemical processes such as metabolism, pain, and reproduction. [ 25 ] Besides the physiological functions of natural peptides, rationally designed synthetic peptides or screened peptide libraries are becoming extremely useful as recognition entities, [ 26–28 ] in self‐assembling nanostructures [ 29–34 ] and other hybrid materials. [ 12,35–37 ] The major advantages of considering peptides as potential candidates for designing novel recognition entities or receptors are summarized below.…”
Section: Interactive Peptide and Aunp Conjugatesmentioning
confidence: 99%
“…They are known to influence the cell–cell communication by receptor bindings and are involved in many biochemical processes such as metabolism, pain, and reproduction. [ 25 ] Besides the physiological functions of natural peptides, rationally designed synthetic peptides or screened peptide libraries are becoming extremely useful as recognition entities, [ 26–28 ] in self‐assembling nanostructures [ 29–34 ] and other hybrid materials. [ 12,35–37 ] The major advantages of considering peptides as potential candidates for designing novel recognition entities or receptors are summarized below.…”
Section: Interactive Peptide and Aunp Conjugatesmentioning
confidence: 99%
“…[74][75][76][77] Physical/chemical molecular modification and molecular self-assembly are effective measures for designing material structures to improve their properties. [4,42,[78][79][80] For example, molecular self-assembly via the establishment of various intermolecular noncovalent methods, including hydrogen bonding, [81,82] van der Waals forces, [83] weak coordination bonds, [84] and other methods, [85][86][87] provides an elegant and adjustable strategy for designing functional materials with unique properties (Figure 1d-f). In addition, by using homogeneous cellulose systems in the form of single molecular chains, a variety of cellulose-based functional materials have been developed, including conductive ionic gels, transparent film conductors, electroactive materials, nanovesicles, and bionic memory muscles (Figure 2).…”
Section: Molecular Design Strategy For Cellulose-based Functional Matmentioning
confidence: 99%
“…Thedenovo hydrogen-bonding pattern together with C À X···p halogen-bonding and C À X···X À Ci nteractions in this class of foldamers may enable the future design of novel functional supramolecular polymeric materials or nanomaterials.T he molecular architecture of this type of foldamer assembly was presented unambiguously at the atomic level, [19] and its ability to form 3D self-assembly supramolecular polymers was shown for the first time.…”
mentioning
confidence: 94%