| Download | - View author's version: Comparative biochemistry of fatty acid and macrolide antibiotic (brefeldin a). Formation in penicillium brefeldianum (PDF, 959 KiB)
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| DOI | Resolve DOI: https://doi.org/10.1016/S0040-4020(01)88660-9 |
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| Author | Search for: Hutchinson, C.Richard; Search for: Shu-Wen, Li; Search for: McInnes, A.Gavin1; Search for: Walter, John A.1 |
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| Affiliation | - National Research Council of Canada. Atlantic Regional Laboratory
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| Format | Text, Article |
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| Abstract | The stereochemistry of the D labeling of mycelial steric (3) and oleic acids (4) by ¹³C²H₃CO₂H in vivo in Penicillium brefeldianum is the same at their even numbered, nonstarting group positions as found for saturated fatty acid biosynthesis in two other eukaryotes. This conclusion was reached by comparing the D labeling at C-10 of methyl stearate with that of methyl oleate as determined by ¹³C NMR spectroscopy. Since brefeldin A (1) is labeled by CD₃CO₂H at C-6 and C-8 with the enantiotopic configurational result, the stereochemistry of antibiotic formation either differs at two points from fatty acid formation; or the C-6 and C-8 configuration of 1 is determined by some process unique to cyclopentane ring formation, but not by reduction of enolylthioester intermediates of its carbon chain assembly process. |
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| Publication date | 1983 |
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| Publisher | Elsevier |
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| In | |
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| Language | English |
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| Peer reviewed | Yes |
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| Identifier | S0040402001886609 |
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| Export citation | Export as RIS |
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| Report a correction | Report a correction (opens in a new tab) |
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| Record identifier | 675070ab-ef8d-4546-8a0e-d891d63567d9 |
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| Record created | 2023-10-04 |
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| Record modified | 2024-05-21 |
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