(-)-Indolmycin Chemical Properties

Melting point:

209-210°

alpha 

D25 -214° (c = 2 in methanol)

Boiling point:

420.8±37.0 °C(Predicted)

Density 

1.36±0.1 g/cm3(Predicted)

storage temp. 

Store at -20°C, protect from light

solubility 

Soluble in ethanol;methanol;DMSO;dimethyl formamide

form 

powder

pka

16.65±0.30(Predicted)

color 

white

(-)-Indolmycin Usage And Synthesis

Uses

Indolmycin is a highly selective antibiotic which acts as a tryptophan anti-metabolite. Recent research has shown that indolmycin is active against Mycobacteria and H. pylori, and can stimulate transcription in Escherichia coli.

Uses

Indolmycin is an antibiotic that inhibits bacterial tryptophanyl-tRNA synthetase.

Definition

ChEBI: A member of the class of 1,3-oxazoles that is 1,3-oxazol-4(5H)-one which is substituted at the 2 and 5-pro-S positions by methylamino and [(1R)-1-(1H-indol-3-yl)ethyl] gro ps, respectively.

Biological Activity

indolmycin is an antibiotic.tryptophanyl-trna synthetase (trprs) catalyzes activation of tryptophan through atp and transfer to trnatrp , leading to translation of the genetic code for tryptophan.

in vitro

indolmycin was found to ba a bacteriostatic that showed good activity against methicillin-resistant s. aureus, methicillin-susceptible staphylococcus aureus, and vancomycin-intermediate s. aureus, including strains resistant to mupirocin or fusidic acid. spontaneous indolmycin-resistant mutants was observed at a lower frequency than those selected by mupirocin or fusidic acid and exhibited no cross-resistance with the comparative drugs. high-level resistance of indolmycin at its mic of 128 mg/l that was associated with an h43n mutation in tryptophanyl-trna synthetase, the target enzyme of indolmycin, led to loss of bacterial fitness. however, the locus responsible for low-level indolmycin resistance (indolmycin mics 8-32 mg/l) was not identified [1].

in vivo

animal study found that indolmycin could completely clear h. pylori in experimentally infected mongolian gerbils at a dose of 10 mg/kg. therefore, indolmycin could be regarded as a candidate for the treatment of h. pylori infection [2].

IC 50

30 μm for prokaryotic tryptophanyl-trna synthetase

References

[1] hurdle jg, o'neill aj, chopra i. anti-staphylococcal activity of indolmycin, a potential topical agent for control of staphylococcal infections. j antimicrob chemother. 2004 aug;54(2):549-52. epub 2004 jul 8.
[2] vecchione jj, sello jk. a novel tryptophanyl-trna synthetase gene confers high-level resistance to indolmycin. antimicrob agents chemother 2009; 53: 3972-3980.

(-)-Indolmycin(21200-24-8)Related Product Information

• Indocyanine green
• Indole-3-carbinol
• 1H-INDOLE-3-CARBOTHIOIC ACID AMIDE
• Indobufen
• 3-Indolepropionic acid
• (-)-Indolmycin