On the Biosynthesis of Boromycin
Chen, TSS; Chang, C; Floss, HG
| HERO ID | 4933570 |
|---|---|
| In Press | No |
| Year | 1981 |
| Title | On the Biosynthesis of Boromycin |
| Authors | Chen, TSS; Chang, C; Floss, HG |
| Journal | Journal of Organic Chemistry |
| Volume | 46 |
| Issue | 13 (1981) |
| Page Numbers | 2661-2665 |
| Abstract | The biosynthesis of boromycin (I) in Streptomyces sp. was studied by feeding experiments with sodium (2- super(13)C)malonate, (methyl - super(13)C)methionine, and (2- super(2)H)valine followed by super(13)C NMR and mass spectral analysis of the product. It was shown that the carbon skeleton of the macrolide portion of I is derived from 14 acetate/malonate units providing carbons 1-14 and 1'-14', six methyl groups from methionine, giving rise to the methyl branches at carbons 4,4' and 8,8' of the chains, and two three-carbon starter units for the polypetide chains, which are not derived from acetate/malonate or methionine. D-Valine rather than the L isomer is the immediate precursor of the D-valyl moiety of I. The biosynthetic pathway leading to boromycin seems to parallel that for aplasmomycin. |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Keyword | Streptomyces; biosynthesis |