Strategy in Solid‐Phase Peptide Synthesis

Barlos, Kleomenis; Adermann, Knut

doi:10.1002/9783527631803.ch11

Cited by 6 publications

(5 citation statements)

References 204 publications

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“…The most common method of preparing backbone cyclized peptides remains the solution-phase cyclization of side-chain protected peptides, often prepared on 2-Cl trityl resin followed by a head-to-tail cyclization and global deprotection. 12 While the overall yields of cyclic products can be satisfactory – particularly for substrates with elements that favor cyclization – a considerable number of steps and purifications are required.…”

Section: Introductionmentioning

confidence: 99%

Spontaneous head-to-tail cyclization of unprotected linear peptides with the KAHA ligation

et al. 2015

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Section: Introductionmentioning

confidence: 99%

Spontaneous head-to-tail cyclization of unprotected linear peptides with the KAHA ligation

et al. 2015

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“…Using the best reaction conditions, we have investigated the substrate scope for a variety of olefins (3) and thiols (1) to construct β-hydroxysulfide (4). In this finding, we used both the EDA complex pathway (condition A) and the TOCO complex pathway (condition B) to look at the range of olefins (3) and thiols (1) with different functional groups in the moiety.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…Sulfur-based organic compounds are essential for antimicrobials and pathology from the medicinal chemistry and chemical biologist point of view (Figure ). Sulfur linkers are also responsible for the stability of proteins and peptides in biological systems due to their high redox potential . In the recent pandemic, asymmetric disulfides were found to be the central unit of protein present in the COVID-19 virus .…”

Section: Introductionmentioning

confidence: 99%

“… 3 Sulfur linkers are also responsible for the stability of proteins and peptides in biological systems due to their high redox potential. 4 In the recent pandemic, asymmetric disulfides were found to be the central unit of protein present in the COVID-19 virus. 5 Sulfur-incorporated heterocyclic scaffolds act as prodrugs such as cysteine, 6a polycarpamines B, 6b lissoclibadin 5 6c and are highly distributed in nature.…”

Section: Introductionmentioning

confidence: 99%

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Tuning Selectivity in the Visible-Light-Promoted Coupling of Thiols with Alkenes by EDA vs TOCO Complex Formation

Das

Thomas

2023

ACS Omega

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The visible-light-promoted catalyst-free condition has been demonstrated for self-and cross-coupling reactions of thiols in an ambient atmosphere. Further, synthesis of β-hydroxysulfides is accomplished under very mild conditions involving the formation of an electron donor−acceptor (EDA) complex between a disulfide and an alkene. However, the direct reaction of thiol with alkene via the formation of a thiol−oxygen co-oxidation (TOCO) complex failed to produce the desired compounds in high yields. The protocol was successful with several aryl and alkyl thiols for the formation of disulfides. However, the formation of β-hydroxysulfides required an aromatic unit on the disulfide fragment, which supports the formation of the EDA complex during the course of the reaction. The approaches presented in this paper for the coupling reaction of thiols and the synthesis of βhydroxysulfides are unique and do not require toxic organic or metal catalysts.

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“…The principle of SPPS is based on attaching the first amino acid to a resin, then proceeding with peptide chain elongation to ultimately provide the target peptide. A resin is composed of polymeric solid support linked permanently to a linker (bifunctional spacer, or handle) that facilitates temporary anchoring of the first amino acid to the polymeric support, one of the most common solid support used is 1–2% divinylbenzene-cross-linked polystyrene in the form of a bead with diameters of about 50 microns, although others supports are feasible [ 79 , 80 , 81 ].…”

Section: Peptide Synthesis Approachesmentioning

confidence: 99%

The Use of Peptides in Veterinary Serodiagnosis of Infectious Diseases: A Review

Montes-de-Oca-Jiménez²,

Vázquez-Chagoyán³

et al. 2022

Veterinary Sciences

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Peptides constitute an alternative and interesting option to develop treatments, vaccines, and diagnostic tools as they demonstrate their scope in several health aspects; as proof of this, commercial peptides for humans and animals are available on the market and used daily. This review aimed to know the role of peptides in the field of veterinary diagnosis, and include peptide-based enzyme-linked immunosorbent assay (pELISA), lateral flow devices, and peptide latex agglutination tests that have been developed to detect several pathogens including viruses and bacteria of health and production relevance in domestic animals. Studies in cattle, small ruminants, dogs, cats, poultry, horses, and even aquatic organisms were reviewed. Different studies showed good levels of sensitivity and specificity against their target, moreover, comparisons with commercial kits and official tests were performed which allowed appraising their performance. Chemical synthesis, recombinant DNA technology, and enzymatic synthesis were reviewed as well as their advantages and drawbacks. In addition, we discussed the intrinsic limitations such as the small size or affinity to polystyrene membrane and mention several strategies to overcome these problems. The use of peptides will increase in the coming years and their utility for diagnostic purposes in animals must be evaluated.

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Strategy in Solid‐Phase Peptide Synthesis

Cited by 6 publications

References 204 publications

Spontaneous head-to-tail cyclization of unprotected linear peptides with the KAHA ligation

Spontaneous head-to-tail cyclization of unprotected linear peptides with the KAHA ligation

Tuning Selectivity in the Visible-Light-Promoted Coupling of Thiols with Alkenes by EDA vs TOCO Complex Formation

The Use of Peptides in Veterinary Serodiagnosis of Infectious Diseases: A Review

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