A plausible nonenzymatic reaction cascade leading from two identical achiral monomers to homodimericin A is presented, and homodimericin A's formation by this path, a six-electron oxidation, could be a response to oxidative stress triggered by bafilomycin C1. A strategy for the dereplication of a complete or a partial structure using (1)H NMR, (1)H-(13)C HSQC and (1)H-(1)H COSY spectral data, a molecular formula composition range and structural fragments against a massive database of about 22 million compounds is considered. 8 King Street East, Suite 107, Toronto, Ontario M5C 1B5 Canada. View Arvin Moser’s profile on LinkedIn, the world’s largest professional community. In spite of its microbial production and rich stereochemistry, homodimericin A occurs naturally as a racemic mixture. This field is for validation purposes and should be left unchanged. Only half of its carbon atoms have an attached hydrogen, which presented a significant challenge for NMR-based structural analysis. Book Encyclopedia of Supramolecular Chemistry - Two-Volume Set (Print) Click here to navigate to parent product. Homodimericin A is a hexacyclic polyketide with a carbon backbone containing eight contiguous stereogenic carbons in a C20 hexacyclic core. Nuclear Magnetic Resonance Spectroscopy book. As part of a study of molecular exchanges between termite-associated actinobacteria and pathogenic fungi, we uncovered a remarkable fungal metabolite, homodimericin A, which is strongly upregulated by the bacterial metabolite bafilomycin C1. Microbes sense and respond to their environment with small molecules, and discovering these molecules and identifying their functions informs chemistry, biology, and medicine.
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