Chloramphenicol aptamer



Description

In 1997, Gold, L.et al. had been isolated mainly Cam-specific RNA aptamers to study RNA–antibiotic interactions. In 2011, Mehtaet al.engineered DNA aptamers that recognize Cam as their target, by conducting in vitro selections[1,2].



SELEX

Gold, L. et al. used SELEX to isolate two independent RNA populations with 70 or 80 random positions from random starting pools containing 10¹⁴-10¹⁵ sequences. After 12 cycles, 74 distinct sequences were identified among the 96 isolates sequenced, with 12 sequences found in pairs of identical or nearly identical isolates, 2 sequences found in three different isolates, and 2 sequences found in four different isolates. All other sequences were found only once[1].

Detailed information are accessible on SELEX page.



Structure

The 2D structure of the figures is based on the prediction results of the RNA fold website by ribodraw tool to draw. 70Cam6 aptamer was named by Gold, L[1].

5'-GGGAAAAGCGAAUCAUACACAAGAAUGAAAAGGGCUGGCGAGACAUAUCCGCUGGGCAAUCAGAUUCGGAGCCGCACCACCCUCGAAGUAGACAGGGCAUAAGGUAUUUAAUUCCAUA-3'

drawing

Ligand information

SELEX ligand

Chloramphenicol is a broad spectrum antibiotic that is effective against a variety of susceptible and serious bacterial infections but is not frequently used because of its high risk of bone marrow toxicity.-----From Wiki

PubChem CID: a unique identifier for substances in the PubChem database.

CAS number: a global registry number for chemical substances.

Drugbank: a comprehensive database with detailed information on drugs and drug targets.

Name Molecular Formula Molecular Weight CAS Solubility PubChem Drugbank ID
Chloramphenicol (Cam) C11H12Cl2N2O5 323.13g/mol 56-75-7 2500mg/L (at 25 °C) 5959 DB00446
drawing

Similar compound(s)

We screened the compounds with great similarity to by using the ZINC database and showed some of the compounds' structure diagrams. For some CAS numbers not available, we will supplement them with Pubchem CID. For another compound, we used a similar compound query method from the PubChem database.

ZINC ID: a compound identifier used by the ZINC database, one of the largest repositories for virtual screening of drug-like molecules.

PubChem CID: a unique identifier for substances in the PubChem database.

CAS number: a global registry number for chemical substances.

ZINC ID Name CAS Pubchem CID Structure
ZINC1532336 Chloramphenicol 56-75-7 5959 drawing
ZINC11616717 4-[(2R,3S)-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxobutanoic acid NA 92402792 drawing
ZINC4535930 PD054003 NA 45006058 drawing
ZINC4654660 4-[(2S,3R)-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxobutanoic acid NA 443384 drawing


References

[1] RNA aptamers to the peptidyl transferase inhibitor chloramphenicol.
Burke, D. H., Hoffman, D. C., Brown, A., Hansen, M., Pardi, A., & Gold, L.
Chemistry & biology, 4(11), 833–843 (1997)
[2] In vitro selection and characterization of DNA aptamers recognizing chloramphenicol.
Mehta, J., Van Dorst, B., Rouah-Martin, E., Herrebout, W., Scippo, M. L., Blust, R., & Robbens, J.
Journal of biotechnology, 155(4), 361–369 (2011)