Aurodox A compound that inhibits bacterial protein biosynthesis

Aurodox  (CAS 12704-90-4)

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Synonym: 1-Methylmocimycin; Goldinodox
Application: A compound that inhibits bacterial protein biosynthesis
CAS Number: 12704-90-4
Purity: ≥95%
Molecular Weight: 810.97
Molecular Formula: C44H62N2O12
* Refer to Certificate of Analysis for lot specific data (including water content).
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Aurodox inhibits bacterial protein biosynthesis by interrupting the functional cycle of Elongation Factor-Tu (EF-Tu). This is a weakly acidic antibiotic that causes a ribosomal stoppage during translation.


References

Feedback inhibition of the synthesis of an antibiotic: aurodox (X-5108).: C. Liu, et al.; J. Antibiot. 30, 244 (1977) Increased production of the antibiotic aurodox (X-5108) by aurodox-resistant mutants.: J. Unowsky & D.C. Hoppe; J. Antibiot. 31, 662 (1978) 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) Synthetic analogs of aurodox and kirromycin active on elongation factor Tu from Escherichia coli.: G. Chinali; J. Antibiot. 34, 1039 (1981) 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) 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)

Physical State :
Solid
Derived From :
Streptomyces sp. K06-0806
Solubility :
Soluble in acetone, chloroform, ethyl acetate, methanol, and methylene chloride. Insoluble in water.
Storage :
Store at -20° C
Boiling Point :
930.5° C at 760 mmHg
Density :
1.27 g/cm3
Refractive Index :
n20D 1.62
pK Values :
pKa: 6.1
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
6433564
Merck Index :
14: 882
MDL Number :
MFCD01939750
SMILES :
CC[C@H](C(=O)NC/C=C/C=C(\C)/[C@H]([C@@H](C)[C@H]1C(C([C@H](O1)/C=C/C=C/C=C(\C)/C(=O)C2=C(N(C=CC2=O)C)O)O)O)OC)C3(C(C(C(C(O3)/C=C/C=C\C)(C)C)O)O)O

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Certificate of Analysis

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Thank you for your question. Please contact our Customer Care Department to inquire about current availability for chemical, Aurodox : sc-280608. If it is in stock at the time your order is placed, we will deliver it to you with overnight delivery. Please call us directly at (800) 457-3801 option 1, or email customercare@scbt.com.
Answered by: Technical Support
Date published: 2017-01-13
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