Articles with "native chemical" as a keyword



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Transformation of Thioester-Initiated Star Polymers into Linear Arms via Native Chemical Ligation.

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Published in 2019 at "Macromolecular rapid communications"

DOI: 10.1002/marc.201900247

Abstract: The synthesis of a new class of Cu-mediated polymerization initiators with thioester functionality is demonstrated and their polymerization kinetics via single-electron transfer living radical polymerization is reported. From periodic sampling, it is found that thioester-… read more here.

Keywords: native chemical; linear arms; chemical ligation; via native ... See more keywords
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Synthesis of C‐terminal glycine‐rich o‐aminoanilide peptides without overacylation for use in benzotriazole‐mediated native chemical ligation

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Published in 2020 at "Peptide Science"

DOI: 10.1002/pep2.24194

Abstract: Native chemical ligation (NCL) requires the constant development of methods that facilitate the efficient synthesis of C‐terminal peptide thioesters, which are key intermediates in NCL. After testing several resins and linkers, we have developed a… read more here.

Keywords: native chemical; overacylation; aminoanilide peptides; glycine rich ... See more keywords

Oligodeoxynucleotides Modified with 2'-O-(Cysteinylaminobutyl)carbamoylethylribothymidine Residues for Native Chemical Ligation with Peptide at Internal Positions.

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Published in 2022 at "Bioconjugate chemistry"

DOI: 10.1021/acs.bioconjchem.1c00575

Abstract: We used native chemical ligation (NCL) to synthesize a 2'-O-{N-[N-(S-tert-butylthiocysteinyl)aminobutyl]carbamoylethyl} (CysBCE) ribothymidine-derived oligonucleotide to expand the variety of peptide conjugation sites, allowing the incorporation of peptides at the 2'-hydroxy group when the oligonucleotide forms a… read more here.

Keywords: chemical ligation; cysteinylaminobutyl carbamoylethylribothymidine; oligodeoxynucleotides modified; native chemical ... See more keywords
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Orthogonal Covalent Entrapment of Cargo into Biodegradable Polymeric Micelles via Native Chemical Ligation.

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Published in 2022 at "Biomacromolecules"

DOI: 10.1021/acs.biomac.2c00865

Abstract: Polymeric micelles (PMs) are promising platforms for enhanced tissue targeting of entrapped therapeutic agents. Strategies to circumvent premature release of entrapped drugs include cross-linking of the micellar core as well as covalent attachment of the… read more here.

Keywords: chemical ligation; chemistry; entrapment; native chemical ... See more keywords
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Thionoesters: A Native Chemical Ligation-Inspired Approach to Cysteine-Triggered H2S Donors.

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Published in 2018 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.8b07268

Abstract: Native chemical ligation (NCL) is a simple, widely used, and powerful synthetic tool to ligate N-terminal cysteine residues and C-terminal α-thioesters via a thermodynamically stable amide bond. Building on this well-established reactivity, as well as… read more here.

Keywords: native chemical; thionoesters native; cysteine; chemical ligation ... See more keywords
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Poly(glutamic acid) hydrogels crosslinked: via native chemical ligation

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Published in 2017 at "New Journal of Chemistry"

DOI: 10.1039/c7nj00439g

Abstract: Mild crosslinking methods, which have a strong influence on biomedical hydrogels and scaffolds, have attracted wide attention in recent years. In this project, native chemical ligation (NCL) was utilized to prepare biocompatible and biodegradable hydrogels… read more here.

Keywords: native chemical; poly glutamic; glutamic acid; hydrogels crosslinked ... See more keywords
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N-Terminal speciation for native chemical ligation.

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Published in 2020 at "Chemical communications"

DOI: 10.1039/d0cc01604g

Abstract: Native chemical ligation (NCL) enables the chemical synthesis of peptides via reactions between N-terminal thiolates and C-terminal thioesters under mild, aqueous conditions at pH 7-8. Here we demonstrate quantitatively how thiol speciation at N-terminal cysteines… read more here.

Keywords: native chemical; chemical ligation; terminal speciation;
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Expanding the scope of native chemical ligation – templated small molecule drug synthesis via benzanilide formation

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Published in 2021 at "Chemical Science"

DOI: 10.1039/d1sc00513h

Abstract: We describe a reaction system that enables the synthesis of Bcr–Abl tyrosine kinase inhibitors (TKI) via benzanilide formation in water. The reaction is based on native chemical ligation (NCL). In contrast to previous applications, we… read more here.

Keywords: native chemical; via benzanilide; formation; chemical ligation ... See more keywords
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A new method of N to C sequential ligation using thioacid capture ligation and native chemical ligation

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Published in 2018 at "Royal Society Open Science"

DOI: 10.1098/rsos.172455

Abstract: Sequential peptide ligation strategy becomes more and more important in large protein or long peptides chemical synthesis due to the limited peptide/protein size obtained by solid phase synthesis of individual peptides or even one-step peptide… read more here.

Keywords: native chemical; thioacid capture; ligation; ligation native ... See more keywords
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Modular Synthesis of Trifunctional Peptide-oligonucleotide Conjugates via Native Chemical Ligation

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Published in 2021 at "Frontiers in Chemistry"

DOI: 10.3389/fchem.2021.627329

Abstract: Cell penetrating peptides (CPPs) are being increasingly used as efficient vectors for intracellular delivery of biologically active agents, such as therapeutic antisense oligonucleotides (ASOs). Unfortunately, ASOs have poor cell membrane permeability. The conjugation of ASOs… read more here.

Keywords: native chemical; peptide; pna; ligation ... See more keywords