Synthesis of the natural peptide product Fusahexin

The building block Fmoc-ehr=Pro-OH can be synthesized in a 9 step synthesis with the LEMIEUX-JOHNSON oxidation as the key step.With this dipeptide the synthesis of the peptide natural product fusahexin was possible and 10 mg were isolated as a white solid.Because of the similiarity to the dipeptide which BALDWIN & CLARIDGE proposed as a -turn mimic the Fmoc-ehr=Pro-OH building block is a possible -turn mimic.In further studies the building bock is going to be used in more different peptide sequences to see if it is introducing a -turn.Bioactivity studies are in progress. References Conclusion and Outlook Modeling

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Published
2024-09-20
DOI
https://doi.org/10.17952/37eps.2024.p1047
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
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article

Synthesis of the natural peptide product Fusahexin

Armin Geyer, Carmen Bäuerlein
Microbial Natural Products and Biosynthesis
article

Synthesis of the natural peptide product Fusahexin

Armin Geyer, Carmen Bäuerlein
article en

Abstract

The building block Fmoc-ehr=Pro-OH can be synthesized in a 9 step synthesis with the LEMIEUX-JOHNSON oxidation as the key step.With this dipeptide the synthesis of the peptide natural product fusahexin was possible and 10 mg were isolated as a white solid.Because of the similiarity to the dipeptide which BALDWIN & CLARIDGE proposed as a -turn mimic the Fmoc-ehr=Pro-OH building block is a possible -turn mimic.In further studies the building bock is going to be used in more different peptide sequences to see if it is introducing a -turn.Bioactivity studies are in progress. References Conclusion and Outlook Modeling

Philipps University of Marburg (DE)
Zero hunger
Openalex Percentile: Top 84%
Microbial Natural Products and Biosynthesis
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