Solid-Phase-Based Total Synthesis and Stereochemical
Assignment of the Cryptic Natural Product Aurantizolicin
Posted on 2019-01-11 - 20:47
The total synthesis
and stereochemical assignment of the polyazole
cyclopeptide aurantizolicin was achieved by connecting the solution
synthesis of building blocks with solid-phase peptide synthesis. Macrothiolactonization
and an aza-Wittig reaction provided the natural product
macrocycle in high yield as well as key stereoisomers. NMR comparison
as well as isolation of the natural product from the producer organism Streptomyces aurantiacus confirmed the presence and
sequence of one l-Ile and one d-allo-Ile residue in aurantizolicin.
CITE THIS COLLECTION
DataCite
3 Biotech
3D Printing in Medicine
3D Research
3D-Printed Materials and Systems
4OR
AAPG Bulletin
AAPS Open
AAPS PharmSciTech
Abhandlungen aus dem Mathematischen Seminar der Universität Hamburg
ABI Technik (German)
Academic Medicine
Academic Pediatrics
Academic Psychiatry
Academic Questions
Academy of Management Discoveries
Academy of Management Journal
Academy of Management Learning and Education
Academy of Management Perspectives
Academy of Management Proceedings
Academy of Management Review
Oberheide, Ansgar; Pflanze, Sebastian; Stallforth, Pierre; Arndt, Hans-Dieter (2019). Solid-Phase-Based Total Synthesis and Stereochemical
Assignment of the Cryptic Natural Product Aurantizolicin. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.8b03940
or
Select your citation style and then place your mouse over the citation text to select it.
SHARE
Usage metrics
Read the peer-reviewed publication
AUTHORS (4)
AO
Ansgar Oberheide
SP
Sebastian Pflanze
PS
Pierre Stallforth
HA
Hans-Dieter Arndt