<i>Ac</i>-[K-Aib-C(3,9-<i>Acm</i>; 6,12-DFLC<sub>(</sub><i><sub>Acm</sub></i><sub>)</sub>KKESEK)]<sub>4</sub>-<i>NH</i><sub>2</sub>
Chemoselective reactions have played a crucial role in the development of high-molecular-weight (>3000 Da) macromolecules with a branched architecture, particularly as peptides and epitope-based vaccines have emerged as promising tools for drug development. Based on this, in this study, we design...
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| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2024-09-01
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| Series: | Molbank |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1422-8599/2024/4/M1887 |
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| Summary: | Chemoselective reactions have played a crucial role in the development of high-molecular-weight (>3000 Da) macromolecules with a branched architecture, particularly as peptides and epitope-based vaccines have emerged as promising tools for drug development. Based on this, in this study, we designed and synthesized the peptide macromolecule <i>CH<sub>3</sub>CO</i>-[K-Aib-C(3,9-<i>CH<sub>2</sub>NHCOCH<sub>3</sub></i>; 6,12-DFLC(<i>CH<sub>2</sub>NHCOCH<sub>3</sub></i>)KKESEK)]<sub>4</sub>-NH<sub>2</sub> [<i>Ac</i>-K-Aib-C(3,9-<i>Acm</i>); 6,12-epitope)]<sub>4</sub>-<i>NH<sub>2</sub></i>] using chemoselective thioether bond formation between the peptide carrier CPSOC (3,9 Acm) and the <i>IAc</i>-DFLC<sub>(Acm)</sub>KKESEK-<i>NH<sub>2</sub></i> peptide epitope. The conjugate was purified via RP-HPLC and characterized via HR-ESI-MS. The epitope D<sup>128</sup>FLCKKESEK<sup>137</sup> derives from the lethal toxin, ammodytoxin A, from the V. ammodytes snake species, and it was synthesized using the SPPS Fmoc/tBu methodology and characterized via HR-ESI-MS and NMR techniques. |
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| ISSN: | 1422-8599 |