Chemistry:Methylenomycin A
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| Preferred IUPAC name
(1S,2R,5S)-1,5-Dimethyl-3-methylidene-4-oxo-6-oxabicyclo[3.1.0]hexane-2-carboxylic acid | |
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3D model (JSmol)
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| Properties | |
| C9H10O4 | |
| Molar mass | 182.175 g·mol−1 |
| Boiling point | 341.2 °C (646.2 °F; 614.3 K) |
| Hazards | |
| Flash point | 141.2 °C (286.2 °F; 414.3 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
Methylenomycin A is a cyclopentanone derived antibiotic produced by Streptomyces coelicolor A3(2) that is effective against both Gram-negative and Gram-positive bacteria.[1][2] The last step of its biosynthesis is epoxidation of the alkene of methylenomycin C.[3]
See also
References
- ↑ "Global negative regulation of Streptomyces coelicolor antibiotic synthesis mediated by an absA-encoded putative signal transduction system". Journal of Bacteriology 178 (11): 3221–3231. June 1996. doi:10.1128/jb.178.11.3221-3231.1996. PMID 8655502.
- ↑ "An integrated approach to studying regulation of production of the antibiotic methylenomycin by Streptomyces coelicolor A3(2)". Journal of Bacteriology 174 (5): 1487–1494. March 1992. doi:10.1128/jb.174.5.1487-1494.1992. PMID 1537793.
- ↑ "Discovery of Late Intermediates in Methylenomycin Biosynthesis Active against Drug-Resistant Gram-Positive Bacterial Pathogens". Journal of the American Chemical Society 147 (44): 40554–40561. November 2025. doi:10.1021/jacs.5c12501. PMID 41145303.
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