Chemistry:Actinorhodin
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| Preferred IUPAC name
2,2′-[(1R,1′R,3S,3′S)-5,5′,10,10′-Tetrahydroxy-6,6′,9,9′-tetraoxo-3,3′,4,4′,6,6′,9,9′-octahydro-1H,1′H-[8,8′-binaphtho[2,3-c]pyran]-3,3′-diyl]diacetic acid | |
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3D model (JSmol)
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| 76401 | |
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PubChem CID
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| Properties | |
| C32H26O14 | |
| Molar mass | 634.546 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox references | |
Tracking categories (test):
Actinorhodin is a benzoisochromanequinone dimer polyketide antibiotic produced by Streptomyces coelicolor.[1][2] The gene cluster responsible for actinorhodin production contains the biosynthetic enzymes and genes responsible for export of the antibiotic.[3] The antibiotic also has the effect of being a pH indicator due to its pH-dependent color change.[4]
References
- ↑ "Actinorhodin production by Streptomyces coelicolor and growth of Streptomyces lividans are improved by the expression of a bacterial hemoglobin". Bio/Technology 9 (5): 473–6. May 1991. doi:10.1038/nbt0591-473. PMID 1367312.
- ↑ "Global negative regulation of Streptomyces coelicolor antibiotic synthesis mediated by an absA-encoded putative signal transduction system". J. Bacteriol. 178 (11): 3221–31. June 1996. doi:10.1128/jb.178.11.3221-3231.1996. PMID 8655502.
- ↑ Tahlan, K; Ahn SK; Sing A; Bodnaruk TD; Willems AR; Davidson AR; Nodwell JR. (February 2007). "Initiation of actinorhodin export in Streptomyces coelicolor". Molecular Microbiology 63 (4): 951–961. doi:10.1111/j.1365-2958.2006.05559.x. PMID 17338074.
- ↑ Bystrykh, LV; Fernández-Moreno MA; Herrema JK; Malpartida F; Hopwood DA; Dijkhuizen L (April 1996). "Production of actinorhodin-related "blue pigments" by Streptomyces coelicolor A3(2)". Journal of Bacteriology 178 (8): 2238–44. doi:10.1128/jb.178.8.2238-2244.1996. PMID 8636024.
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