ChemInform Abstract: Biosynthetic Studies on Antibiotics

Floss, Heinz G.; Beale, John M.

doi:10.1002/chin.198917366

Cited by 1 publication

(1 citation statement)

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“…226 Attempts to identify DNA sequences within producing organisms that might encode a precursor peptide matching the deduced precursor sequence of known compounds were initially fruitless, and chloramphenicol, an antibiotic that inhibits protein translation, did not seem to block production of nosiheptide, which suggested that the ribosome is not needed in thiopeptide biosynthesis. 243,244 Other evidence showed that the quinaldic acid and indolic acid moieties found in some thiopeptides had their carboxylic acid groups activated with ATP, consistent with NRPS coupling mechanisms. 245 Moreover, a NRPS putatively involved in micrococcin biosynthesis was identified, 246 and other heterocycle containing and macrocyclic compounds (e.g., bacitracin) were known to be made by modular NRPSs.…”

Section: Chemical Reviewsmentioning

confidence: 99%

YcaO-Dependent Posttranslational Amide Activation: Biosynthesis, Structure, and Function

et al. 2017

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With advances in sequencing technology, uncharacterized proteins and domains of unknown function (DUFs) are rapidly accumulating in sequence databases and offer an opportunity to discover new protein chemistry and reaction mechanisms. The focus of this review, the formerly enigmatic YcaO superfamily (DUF181), has been found to catalyze a unique phosphorylation of a ribosomal peptide backbone amide upon attack by different nucleophiles. Established nucleophiles are the side chains of Cys, Ser, and Thr which gives rise to azoline/azole biosynthesis in ribosomally synthesized and posttranslationally modified peptide (RiPP) natural products. However, much remains unknown about the potential for YcaO proteins to collaborate with other nucleophiles. Recent work suggests potential in forming thioamides, macroamidines, and possibly additional post-translational modifications. This review covers all knowledge through mid-2016 regarding the biosynthetic gene clusters (BGCs), natural products, functions, mechanisms, and applications of YcaO proteins and outlines likely future research directions for this protein superfamily.

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