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2 article(s) from Sasse, Florenz

Preparation of new alkyne-modified ansamitocins by mutasynthesis

Kirsten Harmrolfs,
Lena Mancuso,
Binia Drung,
Florenz Sasse and
Andreas Kirschning

Beilstein J. Org. Chem. 2014, 10, 535–543, doi:10.3762/bjoc.10.49

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Scheme 1: Short representation of ansamitocin biosynthesis.

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Scheme 2: Structures of bromo-ansamitocin derivative 6, folate-ansamitocin P-3 conjugate 7 and thiol 8.

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Scheme 3: Strategies for introducing linker-based thiol groups to the aromatic moiety of ansamitocin P-3 for ...

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Figure 1: m-Aminobenzoic acid derivatives 9–20 tested as mutasynthons.

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Scheme 4: Mutasynthetic transformation of aminobenzoic acid 11 with AHBA(−)-mutant of A. pretiosum; putative ...

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Scheme 5: Mutasynthetic transformation of aminobenzoic acid 9 with AHBA(−)-mutant of A. pretiosum to bromo-an...

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Scheme 6: Mutasynthetic transformation of aminobenzoic acids 12 and 13 with AHBA(−)-mutant of A. pretiosum.

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Scheme 7: Mutasynthetic transformation of vinyl(amino)benzoic acid 15 with AHBA(−)-mutant of A. pretiosum.

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Scheme 8: Preparation of thiofunctionalized ansamitocin derivatives 27 by Huisgen-type copper-mediated cycloa...

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Published 03 Mar 2014

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Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations

Tobias Knobloch,
Gerald Dräger,
Wera Collisi,
Florenz Sasse and
Andreas Kirschning

Beilstein J. Org. Chem. 2012, 8, 861–869, doi:10.3762/bjoc.8.96

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Scheme 1: Summary of ansamitocin biosynthesis and structure of the related ansamycin antibiotic geldanamycin (...

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Figure 1: Fermentation products, proansamitocin (2) and derivatives 7–9, of the Asm12 and Asm21-blocked (chlo...

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Scheme 2: Mutasynthetic preparation of ansamitocin derivatives 11a–h by using 3-amino-5-chlorobenzoic acid (10...

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Scheme 3: Mutasynthetic biotransformation of proansamitocin derivatives 9a and 9b with AHBA(−) mutant A. pret...

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Scheme 4: Fermentation products 14–16 of acyl transferase Asm19-blocked mutant A. pretiosum HGF059 (Δasm19) (...

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Scheme 5: Possible mechanism of deoxygenation at C-7 of proansamitocin derivatives.

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Published 11 Jun 2012

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