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Synthesis of 35-deoxy amphotericin B methyl ester: a strategy for molecular editing

Alex M Szpilman1, Damiano M Cereghetti, Nicholas R Wurtz

  • 1ETH Zurich HCI H335, Wolfgang-Pauli-Strasse 10, 8093 Zurich, Switzerland.

Angewandte Chemie (International Ed. in English)
|May 6, 2008
PubMed
Abstract

No abstract available in PubMed .

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Antifungal Agents01:15

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Amphotericin B is a broad-spectrum antifungal agent that exploits structural differences between fungal and mammalian cell membranes. Its amphipathic structure—featuring a hydrophobic polyene-lactone ring and a hydrophilic region containing mycosamine and carboxylic acid groups—enables selective binding to ergosterol, a sterol predominantly found in fungal plasma membranes. This selective interaction underlies the drug’s antifungal activity, although weak binding to cholesterol contributes to...
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RNA editing is a post-transcriptional modification where a precursor mRNA (pre-mRNA) nucleotide sequence is changed by base insertion, deletion, or modification. The extent of RNA editing varies from a few hundred bases, in mitochondrial DNA of trypanosomes, to a just single base, in nuclear genes of mammals. Even a single base change in the pre-mRNA can convert a codon for one amino acid into the codon for another amino acid or a stop codon. This type of re-coding can significantly affect the...
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Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.

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