Robotic synthesis of peptides containing metal-oxide-based amino acids

She, Shan; Bell, Nicola L.; Zheng, Da-Zhong; Mathieson, Jennifer S.; Castro, Maria D.; Long, De‐Liang; Koehnke, Jesko; Cronin, Leroy

doi:10.1016/j.chempr.2022.07.007

Cited by 19 publications

(24 citation statements)

References 52 publications

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“…The most developed route to produce covalent POM-peptide hybrids is based on amino chemistry, with either the symmetric or asymmetric Mn-AE (Figure 8C). For instance, Carraro 69,70 and Cronin [71][72][73] reported the preparation of a carboxylic acid derivative from TRIS that can be activated to couple a peptide via the N-terminus. Cronin et al 72,73 , reported the use of a POM as an inorganic amino acid in the preparation of an asymmetric Mn-AE containing one activated carboxylic acid, as well as a protected amino group.…”

Section: Covalent Pom-peptide Hybridsmentioning

confidence: 99%

“…For instance, Carraro 69,70 and Cronin [71][72][73] reported the preparation of a carboxylic acid derivative from TRIS that can be activated to couple a peptide via the N-terminus. Cronin et al 72,73 , reported the use of a POM as an inorganic amino acid in the preparation of an asymmetric Mn-AE containing one activated carboxylic acid, as well as a protected amino group. Such a POM derivative can be incorporated into the SPPS workflow: once the POM-amino acid has been reacted with the N-terminus of a crescent peptide the amino TRIS group can be deprotected and reacted with an activated amino acid to resume the peptide synthesis.…”

Section: Covalent Pom-peptide Hybridsmentioning

confidence: 99%

“…Surprisingly, after a simple ether precipitation NH 2 -Mn-AE-COOH was obtained and incorporated into a robotic SPPS set-up (Figure 9). This strategy is inherently simple and easy to implement in a wide range of peptide sequences which facilitates complex studies as demonstrated by Cronin et al 73 Page 18 of 42 Chemical Science Our group has developed a new synthetic approach that uses the symmetric NH 2 -Mn-AE-NH 2 as an initiator for the preparation of polypeptides as antimicrobial materials. We employed an aminoderivatised Mn-AE to initiate the ring-opening polymerisation (ROP) of an amino acid Ncarboxyanhydride (NCA).…”

Section: Covalent Pom-peptide Hybridsmentioning

confidence: 99%

“…Herein the interesting electronic properties of POMs, such as localised charge, may improve the performance. 73 Another extensive field in the biomedical applications of POM-peptides hybrids explored by researchers has been the use of peptides derived from the human papillomavirus (HPV). The formation of most of these materials has been explained in section 2 and we will briefly explain their The same group further exploited these Eu-containing hybrids as luminescent sensors for the recognition of different biomolecules.…”

Section: Staphylococcus Aureus Via Membrane Disruption It Is Worth Me...mentioning

confidence: 99%

“…Such a POM derivative can be incorporated into the SPPS workflow: once the POM–amino acid has been reacted with the N-terminus of a crescent peptide the amino TRIS group can be deprotected and reacted with an activated amino acid to resume the peptide synthesis. Very recently, Cronin et al 73 reported a major improvement in the preparation of the inorganic amino acid . The route consists of the equimolecular reaction of Mn–AE with succinic anhydride over seven days.…”

Section: Covalent Pom–peptide Hybridsmentioning

confidence: 99%

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Polyoxometalate–peptide hybrid materials: from structure–property relationships to applications

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Section: Covalent Pom-peptide Hybridsmentioning

confidence: 99%

Section: Covalent Pom-peptide Hybridsmentioning

confidence: 99%

Section: Covalent Pom-peptide Hybridsmentioning

confidence: 99%

Section: Staphylococcus Aureus Via Membrane Disruption It Is Worth Me...mentioning

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Section: Covalent Pom–peptide Hybridsmentioning

confidence: 99%

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Polyoxometalate–peptide hybrid materials: from structure–property relationships to applications

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Polyoxometalate‐Structured Materials: Molecular Fundamentals and Electrocatalytic Roles in Energy Conversion

Ma,

Yan,

et al. 2024

Advanced Materials

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Polyoxometalates (POMs), a kind of molecular metal oxide cluster with unique physical‐chemical properties, have made essential contributions to creating efficient and robust electrocatalysts in renewable energy systems. Due to the fundamental advantages of POMs, such as the diversity of molecular structures and large numbers of redox active sites, numerous efforts have been devoted to extending their application areas. Up to now, various strategies of assembling POM molecules into superstructures, supporting POMs on heterogeneous substrates, and POMs‐derived metal compounds have been developed for synthesizing electrocatalysts. From a multidisciplinary perspective, we systematically summarize the latest advances in creating POM‐structured materials with a unique focus on their molecular fundamentals, electrocatalytic roles, and the recent breakthroughs of POMs and POM‐derived electrocatalysts. Notably, we focus on exposing the current states, essences, and mechanisms of how POM‐structured materials influence their electrocatalytic activities and disclose the critical requirements for future developments. The future challenges, objectives, comparisons, and perspectives for creating POM‐structured materials have also been systematically discussed. We anticipate that this review will offer a substantial impact on stimulating interdisciplinary efforts for the prosperities and widespread utilizations of POM‐structured materials in electrocatalysis.This article is protected by copyright. All rights reserved

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Single‐Shot Solid‐Phase Synthesis of Full‐Length H2 Relaxin Disulfide Surrogates

et al. 2023

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Chemical synthesis of insulin superfamily proteins (ISPs) has recently been widely studied to develop next‐generation drugs. Separate synthesis of multiple peptide fragments and tedious chain‐to‐chain folding are usually encountered in these studies, limiting accessibility to ISP derivatives. Here we report the finding that insulin superfamily proteins (e.g. H2 relaxin, insulin itself, and H3 relaxin) incorporating a pre‐made diaminodiacid bridge at A‐B chain terminal disulfide can be easily and rapidly synthesized by a single‐shot automated solid‐phase synthesis and expedient one‐step folding. Our new H2 relaxin analogues exhibit almost identical structures and activities when compared to their natural counterparts. This new synthetic strategy will expediate production of new ISP analogues for pharmaceutical studies.

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Robotic synthesis of peptides containing metal-oxide-based amino acids

Cited by 19 publications

References 52 publications

Polyoxometalate–peptide hybrid materials: from structure–property relationships to applications

Polyoxometalate–peptide hybrid materials: from structure–property relationships to applications

Polyoxometalate‐Structured Materials: Molecular Fundamentals and Electrocatalytic Roles in Energy Conversion

Single‐Shot Solid‐Phase Synthesis of Full‐Length H2 Relaxin Disulfide Surrogates

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