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Gausemycin.pdf (4.72 MB)
Gausemycins A,B – Cyclic Lipoglycopeptides from Streptomyces Sp.
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submitted on 28.09.2020 and posted on 30.09.2020by Anton Tyurin, Vera Alferova, Alexander Paramonov, Maxim Shuvalov, Gulnara Kudryakova, Eugene Rogozhin, Alexander Zherebker, Vladimir Brylev, Alexey Chistov, Anna Baranova, Mikhail Biryukov, Igor Ivanov, Igor Prokhorenko, Natalia Grammatikova, Tatyana Kravchenko, Elena Isakova, Elena Mirchink, Elena Gladkikh, Elena Svirshchevskaya, Andrey Mardanov, Aleksey Beletsky, Milita Kocharovskaya, Valeriya Kulyaeva, Alexander Shashkov, Dmitry Tsvetkov, Nikolay Nifantiev, Alexander Apt, Konstantin Majorov, Svetlana Efimova, Nikolai Ravin, Evgeny Nikolaev, Olga Ostroumova, Genrikh Katrukha, Olda Lapchinskaya, Olga Dontsova, Stanislav Terekhov, Ilya Osterman, Zakhar Shenkarev, Vladimir Korshun
We report a novel family of natural lipoglycopeptides produced by Streptomyces sp. INA-Ac-5812. Two major
components of the mixture, named gausemycins A and B, were isolated, and their structures were elucidated. The compounds are
cyclic peptides with a unique peptide core and several remarkable structural features, including unusual positions of D-amino acids,
lack of the Ca2+
-binding Asp-X-Asp-Gly (DXDG) motif, tyrosine glycosylation with arabinose, presence of 2-amino-4-hydroxy-4-
phenylbutyric acid (Ahpb) and chlorinated kynurenine (ClKyn), N-acylation of the ornithine side chain. These major components
of the peptide antibiotic family have pronounced activity against Gram-positive bacteria. The mechanism of action of gausemycins
was explored by a number of methods, showing significant differences compared to glycopeptides and related lipopeptides. For
example, gausemycins exhibit no Ca2+
-dependence of antimicrobial activity and induce no pore formation at low concentrations.
Moreover, there is no detectable accumulation of cell wall biosynthesis precursors under treatment with gausemycins.