Synthesis of the cyclic heptapeptide axinellin A

Kelly A. Fairweather; Nima Sayyadi; Christos Roussakis; Katrina A. Jolliffe

doi:10.1016/j.tet.2009.11.090

Synthesis of the cyclic heptapeptide axinellin A

Kelly A. Fairweather, Nima Sayyadi, Christos Roussakis, Katrina A. Jolliffe^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

36 Citations (Scopus)

Abstract

The first synthesis of the naturally occurring cyclic peptide axinellin A has been achieved. Cyclization and subsequent deprotection of linear precursors containing either a t-butyl protected Thr residue or a Thr(Ψ^Me,Mepro) derivative gave a cyclic peptide, identical in all respects to the naturally occurring material, with the exception that the synthetic peptide does not exhibit the cytotoxic activity reported for the natural product.

Original language	English
Pages (from-to)	935-939
Number of pages	5
Journal	Tetrahedron
Volume	66
Issue number	4
DOIs	https://doi.org/10.1016/j.tet.2009.11.090
Publication status	Published - 23 Jan 2010
Externally published	Yes

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10.1016/j.tet.2009.11.090

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title = "Synthesis of the cyclic heptapeptide axinellin A",

abstract = "The first synthesis of the naturally occurring cyclic peptide axinellin A has been achieved. Cyclization and subsequent deprotection of linear precursors containing either a t-butyl protected Thr residue or a Thr(ΨMe,Mepro) derivative gave a cyclic peptide, identical in all respects to the naturally occurring material, with the exception that the synthetic peptide does not exhibit the cytotoxic activity reported for the natural product.",

author = "Fairweather, \{Kelly A.\} and Nima Sayyadi and Christos Roussakis and Jolliffe, \{Katrina A.\}",

year = "2010",

month = jan,

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doi = "10.1016/j.tet.2009.11.090",

language = "English",

volume = "66",

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journal = "Tetrahedron",

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T1 - Synthesis of the cyclic heptapeptide axinellin A

AU - Fairweather, Kelly A.

AU - Sayyadi, Nima

AU - Roussakis, Christos

AU - Jolliffe, Katrina A.

PY - 2010/1/23

Y1 - 2010/1/23

N2 - The first synthesis of the naturally occurring cyclic peptide axinellin A has been achieved. Cyclization and subsequent deprotection of linear precursors containing either a t-butyl protected Thr residue or a Thr(ΨMe,Mepro) derivative gave a cyclic peptide, identical in all respects to the naturally occurring material, with the exception that the synthetic peptide does not exhibit the cytotoxic activity reported for the natural product.

AB - The first synthesis of the naturally occurring cyclic peptide axinellin A has been achieved. Cyclization and subsequent deprotection of linear precursors containing either a t-butyl protected Thr residue or a Thr(ΨMe,Mepro) derivative gave a cyclic peptide, identical in all respects to the naturally occurring material, with the exception that the synthetic peptide does not exhibit the cytotoxic activity reported for the natural product.

UR - https://www.scopus.com/pages/publications/72149089043

U2 - 10.1016/j.tet.2009.11.090

DO - 10.1016/j.tet.2009.11.090

M3 - Article

AN - SCOPUS:72149089043

SN - 0040-4020

VL - 66

SP - 935

EP - 939

JO - Tetrahedron

JF - Tetrahedron

IS - 4

ER -

Synthesis of the cyclic heptapeptide axinellin A

Abstract

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