Abstract
The first total synthesis of a polypeptin, PE2, as well as its solution structure is reported. Synthesis in optically pure form confirms the proposed stereochemistry of the polypeptins at the 3-position on the 3-hydroxy depsipeptide moiety. We have also determined the NMR structure of PE2 in aqueous solution, showing it to form a stable ring conformation. The synthetic peptide shows anti-bacterial activity consistent with reports for naturally derived counterparts.
| Original language | English |
|---|---|
| Pages (from-to) | 7173-7180 |
| Number of pages | 8 |
| Journal | Organic and Biomolecular Chemistry |
| Volume | 15 |
| Issue number | 34 |
| DOIs | |
| Publication status | Published - 2017 |
Cite this
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The first total synthesis and solution structure of a polypeptin, PE2, a cyclic lipopeptide with broad spectrum antibiotic activity. / Mountford, Simon J.; Mohanty, Biswaranjan; Roberts, Kade D.; Yu, Heidi H.; Scanlon, Martin J.; Nation, Roger L.; Velkov, Tony; Li, Jian; Thompson, Philp E.
In: Organic and Biomolecular Chemistry, Vol. 15, No. 34, 2017, p. 7173-7180.Research output: Contribution to journal › Article › Research › peer-review
TY - JOUR
T1 - The first total synthesis and solution structure of a polypeptin, PE2, a cyclic lipopeptide with broad spectrum antibiotic activity
AU - Mountford, Simon J.
AU - Mohanty, Biswaranjan
AU - Roberts, Kade D.
AU - Yu, Heidi H.
AU - Scanlon, Martin J.
AU - Nation, Roger L.
AU - Velkov, Tony
AU - Li, Jian
AU - Thompson, Philp E.
PY - 2017
Y1 - 2017
N2 - The first total synthesis of a polypeptin, PE2, as well as its solution structure is reported. Synthesis in optically pure form confirms the proposed stereochemistry of the polypeptins at the 3-position on the 3-hydroxy depsipeptide moiety. We have also determined the NMR structure of PE2 in aqueous solution, showing it to form a stable ring conformation. The synthetic peptide shows anti-bacterial activity consistent with reports for naturally derived counterparts.
AB - The first total synthesis of a polypeptin, PE2, as well as its solution structure is reported. Synthesis in optically pure form confirms the proposed stereochemistry of the polypeptins at the 3-position on the 3-hydroxy depsipeptide moiety. We have also determined the NMR structure of PE2 in aqueous solution, showing it to form a stable ring conformation. The synthetic peptide shows anti-bacterial activity consistent with reports for naturally derived counterparts.
UR - http://www.scopus.com/inward/record.url?scp=85028649518&partnerID=8YFLogxK
U2 - 10.1039/c7ob01493g
DO - 10.1039/c7ob01493g
M3 - Article
VL - 15
SP - 7173
EP - 7180
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
SN - 1477-0520
IS - 34
ER -