Details
| Original language | English |
|---|---|
| Pages (from-to) | 2517-2520 |
| Number of pages | 4 |
| Journal | ChemBioChem |
| Volume | 11 |
| Issue number | 18 |
| Publication status | Published - 10 Dec 2010 |
Abstract
Ring closure is possible with seco-proansamitocin and two activated SNAC esters, which can be processed to ansamitocin P3 and 19-deschloro-20-demethoxy AP-3, respectively, by an AHBA-blocked mutant of Actinosynnema pretiosum. This work sheds light on the synthetic potential of macrolactamizing amide synthases. The new ansamitocin derivative showed similar to enhanced antiproliferative activity against several cancer cell lines relative to AP-3.
Keywords
- Amide synthase, Ansamitocin, Mutabiosynthesis, SNAC esters, Total synthesis
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Biochemistry, Genetics and Molecular Biology(all)
- Molecular Medicine
- Biochemistry, Genetics and Molecular Biology(all)
- Molecular Biology
- Chemistry(all)
- Organic Chemistry
Sustainable Development Goals
Cite this
- Standard
- Harvard
- Apa
- Vancouver
- BibTeX
- RIS
In: ChemBioChem, Vol. 11, No. 18, 10.12.2010, p. 2517-2520.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Cyclization of synthetic seco-proansamitocins to ansamitocin macrolactams by actinosynnema pretiosum as biocatalyst
AU - Harmrolfs, Kirsten
AU - Brünjes, Marco
AU - Dräger, Gerald
AU - Floss, Heinz G.
AU - Sasse, Florenz
AU - Taft, Florian
AU - Kirschning, Andreas
PY - 2010/12/10
Y1 - 2010/12/10
N2 - Ring closure is possible with seco-proansamitocin and two activated SNAC esters, which can be processed to ansamitocin P3 and 19-deschloro-20-demethoxy AP-3, respectively, by an AHBA-blocked mutant of Actinosynnema pretiosum. This work sheds light on the synthetic potential of macrolactamizing amide synthases. The new ansamitocin derivative showed similar to enhanced antiproliferative activity against several cancer cell lines relative to AP-3.
AB - Ring closure is possible with seco-proansamitocin and two activated SNAC esters, which can be processed to ansamitocin P3 and 19-deschloro-20-demethoxy AP-3, respectively, by an AHBA-blocked mutant of Actinosynnema pretiosum. This work sheds light on the synthetic potential of macrolactamizing amide synthases. The new ansamitocin derivative showed similar to enhanced antiproliferative activity against several cancer cell lines relative to AP-3.
KW - Amide synthase
KW - Ansamitocin
KW - Mutabiosynthesis
KW - SNAC esters
KW - Total synthesis
UR - http://www.scopus.com/inward/record.url?scp=78650025431&partnerID=8YFLogxK
U2 - 10.1002/cbic.201000422
DO - 10.1002/cbic.201000422
M3 - Article
C2 - 21077088
AN - SCOPUS:78650025431
VL - 11
SP - 2517
EP - 2520
JO - ChemBioChem
JF - ChemBioChem
SN - 1439-4227
IS - 18
ER -