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Synthesis of the C1-C27 Fragment of Stambomycin D Validates Modular Polyketide Synthase-Based Stereochemical Assignments.

Jieyan LimVenkaiah ChintalapudiHaraldur G GudmundssonMinh TranAlice BernasconiAraceli BlancoLijiang SongGregory L ChallisEdward A Anderson
Published in: Organic letters (2021)
The stambomycins are a family of bioactive macrolides isolated from Streptomyces ambofaciens. Aside from two stereocenters installed through cytochrome P450 oxidations, their stereochemistry has been predicted by sequence analysis of the polyketide synthase. We report a synthesis of the C1-C27 fragment of stambomycin D, the spectroscopic data of which correlates well with that of the natural product, further validating predictive sequence analysis as a powerful tool for stereochemical assignment of complex polyketide natural products.
Keyphrases
  • molecular docking
  • amino acid
  • machine learning
  • data analysis
  • tissue engineering