BioViotica

Luteoreticulin

CHF 170.00
In stock
BVT-0457-C500500 µgCHF 170.00
BVT-0457-M0011 mgCHF 300.00
More Information
Product Details
Synonyms Griseulin; 6-[1,3-Dimethyl-4-(4-nitrophenyl)-1,3-butadienyl]-4-methoxy-3-methyl-2H-pyran-2-one
Product Type Chemical
Properties
Formula

C19H19NO5

MW 341.4
CAS 22388-89-2
Source/Host Chemicals Isolated from Streptomyces thioluteus.
Purity Chemicals ≥98% (NMR, HPLC)
Appearance Yellow solid.
Solubility Soluble in DMSO, acetone or chloroform.
Identity Determined by 1H-NMR and MS.
Declaration Manufactured by BioViotica.
InChi Key INCHGEJHIFBBOR-DSEBWEOJSA-N
Smiles COC1=C(C)C(=O)OC(=C1)C(\C)=C\C(\C)=C\C1=CC=C(C=C1)[N+]([O-])=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage +4°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at +4°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Nitrophenyl pyranone derivative related to aureothin (Prod. No. BVT-0303).
  • Insecticidal and nematocidal compound.
  • Metabolites within this product class show pronounced antitumor and immunosuppressive activity.
Product References
  1. Structure of luteoreticulin, a nitro-containing metabolite of Streptomyces luteoreticuli: Y. Koyama, et al.; Tetrahedron Lett. 1969, 355 (1969)
  2. Fermentative manufacture of pyrone insecticides: M. G. Nair; PCT Int. Appl. WO 9312656 A1 19930708 (1993)
  3. Griseulin, a new nitro-containing bioactive metabolite produced by Streptomyces spp: M.G.Nair, et al.; J. Antibiot. (Tokyo) 46, 1762 (1993)
  4. Structural revision of griseulin, a bioactive pyrone possessing a nitrophenyl unit: Y. Ishibashi, et al.; Chem. Lett. 23, 1747 (1994)
  5. Convergent syntheses of luteoreticulin and didemethylluteoreticulin: J. W. Lyga; J. Heterocyclic Chem. 32, 515 (1995)
  6. Rational design of modular polyketide synthases: Morphing the aureothin pathway into a luteoreticulin assembly line: Y. Sugimoto, et al.; Angew. Chem., Int. Edit. 53, 1560 (2014)
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