ArticleOrganic letters2015
Synthesis of Cycloprodigiosin Identifies the Natural Isolate as a Scalemic Mixture.
Article in Organic letters, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
What it found
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Who cites it
5 citing papers in PubMed.
- Stereo- and Regiospecific SACS omega · 2023Article
- Culturing marine bacteria from the genus Pseudoalteromonas on a cotton scaffold alters secondary metabolite production.MicrobiologyOpen · 2019Article
- Biosynthesis and Bioactivity of Prodiginine Analogs in Marine Bacteria,Frontiers in microbiology · 2019Review
- Oxidative cyclization of prodigiosin by an alkylglycerol monooxygenase-like enzyme.Nature chemical biology · 2017Article
- Structure, Chemical Synthesis, and Biosynthesis of Prodiginine Natural Products.Chemical reviews · 2016Review
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
The enantiomers of the natural product cycloprodigiosin were prepared using an expedient five-step synthetic sequence that takes advantage of a Schöllkopf-Barton-Zard (SBZ) pyrrole annulation with a chiral isocyanoacetate and a nitrocyclohexene derivative. Using chiral HPLC and X-ray crystallographic analyses of the synthetically prepared material and natural isolate (isolated from the marine bacterium Pseudoalteromonas rubra), naturally occurring cycloprodigiosin was determined to be a scalemic mixture occurring in an enantiomeric ratio of 83:17 (R)/(S) at C4'.
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Registered trials
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