Details
| Translated title of the contribution | Elansolid A, ein einzigartiges Antibiotikum aus Chitinophaga sancti: isoliert in Form von zwei stabilen Atropisomeren |
|---|---|
| Original language | English |
| Pages (from-to) | 532-536 |
| Number of pages | 5 |
| Journal | Angewandte Chemie |
| Volume | 50 |
| Issue number | 2 |
| Publication status | Published - 10 Jan 2011 |
Abstract
Inflexibility: Elansolid-A was isolated from Chitinophaga sancti (Flexibacter sancti ) as the two separable isomers A1 and A2 (1 and 1*, respectively). Molecular modeling revealed that they are stable atropisomers which are "frozen" by 14 inflexible bonds within the 19-membered macrolide ring. The absolute configuration was established by synthesis of the C1-C11 fragment. Elansolid-A2 shows activity against Gram-positive bacteria.
Keywords
- antibiotics, atropisomers, Chitinophaga, molecular modeling, structure elucidation
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- General Chemistry
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In: Angewandte Chemie , Vol. 50, No. 2, 10.01.2011, p. 532-536.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Elansolid A, a Unique Macrolide Antibiotic from Chitinophaga sancti Isolated as Two Stable Atropisomers
AU - Steinmetz, Heinrich
AU - Gerth, Klaus
AU - Jansen, Rolf
AU - Dehn, Richard
AU - Reinecke, Silke
AU - Kirschning, Andreas
AU - Müller, Rolf
PY - 2011/1/10
Y1 - 2011/1/10
N2 - Inflexibility: Elansolid-A was isolated from Chitinophaga sancti (Flexibacter sancti ) as the two separable isomers A1 and A2 (1 and 1*, respectively). Molecular modeling revealed that they are stable atropisomers which are "frozen" by 14 inflexible bonds within the 19-membered macrolide ring. The absolute configuration was established by synthesis of the C1-C11 fragment. Elansolid-A2 shows activity against Gram-positive bacteria.
AB - Inflexibility: Elansolid-A was isolated from Chitinophaga sancti (Flexibacter sancti ) as the two separable isomers A1 and A2 (1 and 1*, respectively). Molecular modeling revealed that they are stable atropisomers which are "frozen" by 14 inflexible bonds within the 19-membered macrolide ring. The absolute configuration was established by synthesis of the C1-C11 fragment. Elansolid-A2 shows activity against Gram-positive bacteria.
KW - antibiotics
KW - atropisomers
KW - Chitinophaga
KW - molecular modeling
KW - structure elucidation
UR - http://www.scopus.com/inward/record.url?scp=78650885491&partnerID=8YFLogxK
U2 - 10.1002/anie.201005226
DO - 10.1002/anie.201005226
M3 - Article
C2 - 21154488
AN - SCOPUS:78650885491
VL - 50
SP - 532
EP - 536
JO - Angewandte Chemie
JF - Angewandte Chemie
SN - 1433-7851
IS - 2
ER -