Josamycin

Josamycin structural formula

CAS Number 16846-24-5
Molecular Formula C42H69NO15
Molecular Weight 828.006 g/mol
InChI Key XJSFLOJWULLJQS-HTYUZQQASA-N
LogP 3.06
Synonyms
  • Josamycin
  • (2S,3R,4R,6S)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,6S,7R,9R,10R,11E,13E,16R)-4-(Acetyloxy)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy}-4-hydroxy-2,4-dimethyloxan-3-yl 3-methylbutanoate (non-preferred name)
  • 16846-24-5
  • Leucomycin V, 3-acetate 4B-(3-methylbutanoate)
  • Antibiotic YL 704A3
  • Iosalide
  • Jomybel
  • Josacine
  • josamicina
  • Josamina
  • josamycine
  • Kitasamycin A3
  • Leucomycin A3
  • Turimycin A5
  • Vilprafen
  • Wilprafen
  • Antibiotic yl-704 A3
  • EINECS 240-871-6
  • Josamycinum
  • UNII-HV13HFS217

Applications:

Separation of Antibiotics in Mixed-mode chromatography
  A complex mixture of sulphonamide, macrolide, tetracycline and fluoroquinolone antibiotics were separated in one run using mixed-mode chromatography with LC/MS -compatible conditions. All compounds are separated based on reversed-phase and/or ion-exchange mechanism. Method can be used for analysis of various classes of antibiotics and related impurities in different sample matrices (blood, urine, soil, waste water).  

Condition
Column Obelisc R, 2.1x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 0-25%, 6 min, 25-70% 14 min
Buffer Gradient Formic Acid - 0.05%-0.3%, 10 min, 14 min hold
Flow Rate 1.0 ml/min
Detection UV, 270 nm
 

Description
Class of Compounds  Antibiotic, Drug, Hydrophobic, Ionizable
Analyzing Compounds Sulphanilamide, Sulphaguanidine, Oxytetracycline, Marbofloxacin, Sulphadiazine, Chlortetracycline, Nofloxacin, Spiramycin, Cefalonium, Tylosin, Josamycin, Sulphamethoxazole, Dapsone, Sulphaquinoxalline, Flumequine
 
Application Analytes:

Carboxymethylcysteine
Chlortetracycline
Dapsone
Flumequine
Josamycin
Marbofloxacin
Norfloxacin
Oxytetracycline
Spiramycin
Sulfamethoxazole
Sulfonamides
Sulphadiazine
Sulphaguanidine
Sulphanilamide
Sulphaquinoxaline
Tetracycline
Tylosin
Analysis of Antibiotic Josamycin and Related Impurities in Mixed-Mode Chromatography
 

Condition 1
Column Obelisc R, 4.6x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 5-30%, 10 min, 5 min hold
Buffer Gradient Formic Acid - 0.05%-0.3%, 10 min, 5 min hold
Flow Rate 1.0 ml/min
Detection UV, 250 nm
Josamycin is a macrolide antibiotic effective against gram-positive bacteria. It is highly polar and does not retain well on reversed-phase columns. The Mixed-mode column Obelisc R was used to retain josamycin and its related impurities.  Primesep D was also used to analyze josamycin impurities because Primesep D does not retain high-molecular weight plasma components. This method is compatible with LC/MS, prep chromatography and can be used for analysis of josamycin in biofluids.

Condition 2
Column Primesep D, 4.6x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 5-50%, 10 min, 3 min hold
Buffer H2SO4 - 0.1%
Flow Rate 1.0 ml/min
Detection UV, 250 nm
 

Description
Class of Compounds  Antibiotic, Drug, Hydrophobic, Ionizable
Analyzing Compounds  Josamycin
 
Application Analytes:

Josamycin
HPLC Separation of Antibiotics of Group in Mixed-Mode Chromatography

Primesep D was used to separate the antibiotics marbofloxacin, norfloxacin, josamycin, and flumequine. Primesep D is a reverse-phase column with embedded basic ion-pairing groups designed for analysis of plasma. This method is compatible with LC/MS and prep chromatography.


Application Analytes:

Flumequine
Josamycin
Marbofloxacin
Norfloxacin