AdipoGen Life Sciences

Aurodox

CHF 180.00
In stock
AG-CN2-0133-M0011 mgCHF 180.00
AG-CN2-0133-MM252.5 mgCHF 390.00
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Product Details
Synonyms 1-Methylmocimycin; Antibiotic X 5108; Goldinodox; Goldinomycin; NSC 233989
Product Type Chemical
Properties
Formula

C44H62N2O12

MW 811.0
CAS 12704-90-4
Source/Host Chemicals Isolated from Streptomyces sp. K06-0806.
Purity Chemicals ≥95% (HPLC)
Appearance Yellow solid.
Solubility Soluble in methanol or chloroform. Insoluble in water.
InChi Key NTAHMPNXQOYXSX-WKSONYIQSA-N
Smiles [H][C@@]1(O[C@@]([H])([C@H](C)[C@H](OC)C(\C)=C\C=C\CNC(=O)[C@@H](CC)[C@@]2(O)O[C@@]([H])(\C=C\C=C/C)C(C)(C)[C@@H](O)[C@H]2O)[C@@H](O)[C@H]1O)\C=C\C=C\C=C(/C)C(=O)C1=C(O)C=CN(C)C1=O
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.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antibiotic [2,3]
  • Protein biosynthesis inhibitor by binding to elongation factor Tu (EF-Tu) [4-7].
  • Type 3 secretion system (T3SS) inhibitor [8].
  • Growth promotor in poultry [1].
Product References
  1. A New Antibiotic, X-5108, for Improved Growth and Feed Conversion in Poultry: W.L. Marusich, et al.; Poult. Sci. 53, 936 (1974)
  2. Feedback inhibition of the synthesis of an antibiotic: aurodox (X-5108): C. Liu, et al.; J. Antibiot. 30, 244 (1977)
  3. Increased production of the antibiotic aurodox (X-5108) by aurodox-resistant mutants: J. Unowsky & D.C. Hoppe; J. Antibiot. 31, 662 (1978)
  4. Stimulation of Escherichia coli elongation factor Tu-dependent GTP hydrolysis by aminoacyl oligonucleotides in the presence of aurodox: P. Bhuta & S. Chladek; FEBS Lett. 122, 113 (1980)
  5. Synthetic analogs of aurodox and kirromycin active on elongation factor Tu from Escherichia coli: G. Chinali; J. Antibiot. 34, 1039 (1981)
  6. Effects of nucleotide- and aurodox-induced changes in elongation factor Tu conformation upon its interactions with aminoacyl transfer RNA. A fluorescence study: V.A. Dell, et al.; Biochemistry 29, 1757 (1990)
  7. Conformational change of elongation factor Tu (EF-Tu) induced by antibiotic binding. Crystal structure of the complex between EF-Tu.GDP and aurodox: L. Vogeley, et al.; J. Biol. Chem. 276, 17149 (2001)
  8. A small-molecule inhibitor of the bacterial type III secretion system protects against in vivo infection with Citrobacter rodentium: K. Kimura, et al.; J. Antibiot. 64, 197 (2011)
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