Specifications
- Purity
- ≥98% (UV)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
- Concentration
- 10 µg/ml in acetone
Properties
- Solvents
- water
Category: Antibiotics
Josamycin is a member of the leucomycin family of macrolide antibiotics produced by Streptomyces kitasatoensis. It is an antimicrobial against a wide variety of pathogens. It has activity against Gram-positive an Gram-negative bacteria. The mechanism of action is via inhibition of bacterial protein biosynthesis by binding reversibly to the subunit 50S of the bacterial ribosome, inhibiting peptidyltransferase and ribosomal translocation, thereby inhibiting translocation of peptidyl tRNA. Josamycin may overcome anticancer drug resistance by inhibiting the binding of vinblastine or cyclosporin A to P-glycoprotein (Pgp). It is used to study the modification of phagocytosis and cytokine production by macrolide antibiotics and immunomodulatory effects.
Synonyms | Kitasamycin A3, Leucomycin A3, Turimycin A5 |
---|---|
Purity | ≥98% (UV) |
Appearance | White to off-white powder |
CAS-Number | 16846-24-5 |
Molecular Formula | C42H69NO15 |
Molecular Weight | 827.99 |
Identity | 1H-NMR |
Solvents | water |
Smiles | O=C1O[C@H](C)C/C=C/C=C/[C@H](O)[C@H](C)CC(CC=O)[C@H](O[C@@H]2O[C@H](C)[C@@H](O[C@@H]3O[C@@H](C)[C@H](OC(CC(C)C)=O)[C@](C)(O)C3)[C@@H](N(C)C)[C@H]2O)[C@@H](OC)[C@H](OC(C)=O)C1 |
InChi Key | XJSFLOJWULLJQS-LAEWXYAOSA-N |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | +4°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Hazard statements | H225, H319, H336 |
Precautionary statements | P210, P305 + P351 + P338, P370 + P378, P403 + P235 |
GHS Symbol | GHS02+GHS07 |
Signal word | Danger |
Transportation | Packing Group II |
References | (1) K. Nitta, et al., J. Antibiot. 20, 181 (1967), (2) T. Osono, et al., J. Antibiot. 20, 174 (1967), (3) T. Bergan & B. Oydvin, Acta Pathol. Microbiol. Scand. B Microbiol. Immunol. 80, 101 (1972), (4) E.L. Westerman, et al., Antimicrob. Agents Chemother. 9, 988 (1976), (5) R.E. Reese, et al., Antimicrob. Agents Chemother. 10, 253 (1976), (6) J.P. Guggenbichler, et al., Infection 21, 259 (1993), (7) K. Morikawa, et al., Antimicrob. Agents Chemother. 38, 2643 (1994), (8) T. Ono, et al., Chemotherapy 42, 159 (1996), (9) L. Wang, et al., Clin. Exp. Pharmacol. Physiol. 27, 587 (2000), (10) M. Lovmar, et al., J. Biol. Chem. 279, 53506 (2004), (11) E.Y. Choi, et al., Biomed. Pharmacother. 105, 498 (2018) |
InChi | InChI=1S/C42H69NO15/c1-23(2)19-32(47)56-40-27(6)53-34(22-42(40,8)50)57-37-26(5)54-41(36(49)35(37)43(9)10)58-38-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)52-33(48)21-31(39(38)51-11)55-28(7)45/h12-14,16,18,23-27,29-31,34-41,46,49-50H,15,17,19-22H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27+,29?,30+,31-,34+,35+,36-,37-,38+,39+,40+,41+,42-/m1/s1 |
Quantity | 1 ml, 5 ml, Bulk |
cdx-Concentration | 10 µg/ml in acetone |