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(-)-Mitorubrinic acid

AG-CN2-0505-M001 1 mg INQ
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Product Data
Synonyms (R,E)-3-(7-((2,4-Dihydroxy-6-methylbenzoyl)oxy)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-3-yl)acrylic acid
Properties
Formula C21H16O9
MW 412.4
CAS 58958-07-9
Source/Host Isolated from Penicillium sp.
Purity ≥90% (HPLC)
Appearance Yellow solid.
Solubility Soluble in DMSO, ethanol or methanol.
Identity Determined by 1H-NMR and MS.
InChi Key ZJIWQCFXEQSFGR-YEFOHOTDSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
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Product Description

  • Azaphilone fungal metabolite.
  • Induces formation of chlamydospore-like cells in fungi.
  • Trypsin inhibitor (IC50=16µg/ml).
  • Mitorubrinic acid was shown to be a virulence factor of Penicillium marneffei by improving its intracellular survival in macrophages. P. marneffei is the most important thermal dimorphic fungus causing respiratory, skin and systemic mycosis in China and Southeast Asia. It is a common indicator disease of AIDS. Besides HIV positive patients, P. marneffei infections have been reported in other immunocompromised patients, such as transplant recipients, patients with systemic lupus erythematosus and on corticosteroid therapy.

Product References

  1. (-)-Mitorubrinic acid, a morphogenic substance inducing chlamydospore-like cells, and its related new metabolite, (+)-mitorubrinic acid b, isolated from Penicillium funiculosum: M. Natsume, et al.; Agric. Biol. Chem. 49, 2517 (1985)
  2. (-)-Mitorubrinic Acid, a New Metabolite of Penicillium vermiculatum DANG. F-852: B.Proksa, et al.; Chemical Papers 48, 429 (1994)
  3. Production of (-)-mitorubrinic acid by Penicillium vermiculatum: B. Proksa, et al.; Folia Microbiol. 42, 133 (1997)
  4. Factors affecting the production of (-)-mitorubrinic acid by Penicillium funiculosum: K. Lesova, et al.; J. Basic Microbiol. 40, 369 (2000)
  5. First discovery of two polyketide synthase genes for mitorubrinic acid and mitorubrinol yellow pigment biosynthesis and implications in virulence of Penicillium marneffei: P.C. Woo, et al.; PLoS Negl. Trop. Dis. 6, e1871 (2012)
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