Details
| Original language | English |
|---|---|
| Pages (from-to) | 15917-15921 |
| Number of pages | 5 |
| Journal | Chemistry - a European journal |
| Volume | 23 |
| Issue number | 63 |
| Early online date | 24 Oct 2017 |
| Publication status | Published - 13 Nov 2017 |
Abstract
The first stereoselective total synthesis of the natural product pyrronazol B, which contains a chlorinated pyrrole–oxazole–pyrone framework, has been achieved. Genome sequencing of the myxobacterial producer strain Nannocystis pusilla Ari7 led to the identification of the putative biosynthetic gene cluster. The proposed biosynthetic pathway was supported by feeding experiments with stable isotopes of three biosynthetic building blocks, namely l-proline, l-serine, and l-methionine.
Keywords
- biosynthetic gene cluster, deprotection, pyrronazol, total synthesis
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Organic Chemistry
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In: Chemistry - a European journal, Vol. 23, No. 63, 13.11.2017, p. 15917-15921.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Biosynthesis and Total Synthesis of Pyrronazol B
T2 - a Secondary Metabolite from Nannocystis pusilla
AU - Witte, Swjatoslaw N.R.
AU - Hug, Joachim J.
AU - Géraldy, Magalie N.E.
AU - Müller, Rolf
AU - Kalesse, Markus
N1 - Funding information: We thank Bastien Schnell and Fabian Panter for biosynthetic discussions. We are grateful to Dr. Nestor Zaburannyi for bioin-formatic support. We thank the Boehringer Ingelheim Fonds for financial support.
PY - 2017/11/13
Y1 - 2017/11/13
N2 - The first stereoselective total synthesis of the natural product pyrronazol B, which contains a chlorinated pyrrole–oxazole–pyrone framework, has been achieved. Genome sequencing of the myxobacterial producer strain Nannocystis pusilla Ari7 led to the identification of the putative biosynthetic gene cluster. The proposed biosynthetic pathway was supported by feeding experiments with stable isotopes of three biosynthetic building blocks, namely l-proline, l-serine, and l-methionine.
AB - The first stereoselective total synthesis of the natural product pyrronazol B, which contains a chlorinated pyrrole–oxazole–pyrone framework, has been achieved. Genome sequencing of the myxobacterial producer strain Nannocystis pusilla Ari7 led to the identification of the putative biosynthetic gene cluster. The proposed biosynthetic pathway was supported by feeding experiments with stable isotopes of three biosynthetic building blocks, namely l-proline, l-serine, and l-methionine.
KW - biosynthetic gene cluster
KW - deprotection
KW - pyrronazol
KW - total synthesis
UR - http://www.scopus.com/inward/record.url?scp=85033457694&partnerID=8YFLogxK
U2 - 10.1002/chem.201703782
DO - 10.1002/chem.201703782
M3 - Article
C2 - 28944573
AN - SCOPUS:85033457694
VL - 23
SP - 15917
EP - 15921
JO - Chemistry - a European journal
JF - Chemistry - a European journal
SN - 0947-6539
IS - 63
ER -