59983

Sigma-Aldrich

Josamycin

≥90% (HPLC)

Sinônimo(s):
Leucomycin A3
Empirical Formula (Hill Notation):
C42H69NO15
Número CAS:
Peso molecular:
827.99
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.85

Nível de qualidade

100

teor

≥90% (HPLC)

forma

powder

cor

white to slightly yellow

Modo de ação

protein synthesis | interferes

espectro de atividade do antibiótico

Gram-positive bacteria

temperatura de armazenamento

2-8°C

SMILES string

CO[C@H]1[C@@H](CC(=O)O[C@H](C)C\C=C\C=C\[C@H](O)[C@H](C)C[C@H](CC=O)[C@@H]1O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O3)[C@@H]([C@H]2O)N(C)C)OC(C)=O

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

InChI key

XJSFLOJWULLJQS-NGVXBBESSA-N

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Categorias relacionadas

Descrição geral

Chemical structure: macrolide

Aplicação

Josamycin is used to study the modification of phagocytosis and cytokine production by macrolide antibiotics, immunomodulatory effects, the suppression of matrix metalloproteinase production as well as study bacteria protein synthesis at the level of the the 23S rRNA, 50S ribosomal subunit.

Embalagem

50 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Ações bioquímicas/fisiológicas

Josamycin inhibits bacterial protein biosynthesis by inhibiting peptidyltransferase and ribosomal translocation, and depleting the intracellular pools of aminoacyl-tRNAs available for protein synthesis by drop-off and incomplete peptidyl-tRNA hydrolase activity. It slows down formation of the first peptide bond of a nascent peptide in an amino acid-dependent way and inhibits formation of the second or third peptide bond.

Outras notas

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

storage_class_code

13 - Non Combustible Solids

WGK Alemanha

WGK 2

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificado de análise

Certificado de origem

Immunomodulatory effects of three macrolides, midecamycin acetate, josamycin, and clarithromycin, on human T-lymphocyte function in vitro.
K Morikawa, F Oseko, et al.
Antimicrobial Agents and Chemotherapy, 38, 2634-2647 (1994)
Elena Ortega et al.
The Journal of antimicrobial chemotherapy, 53(2), 367-370 (2004-01-20)
The aim of this study was to determine whether pre-incubation of peritoneal or splenic cells with different doses of the macrolides erythromycin A (14-membered ring), azithromycin (15-membered ring) and josamycin (16-membered ring) affects their phagocytic activity or cytokine production. Peritoneal...
Tanel Tenson et al.
Journal of molecular biology, 330(5), 1005-1014 (2003-07-16)
The macrolide-lincosamide-streptogramin B class (MLS) of antibiotics contains structurally different but functionally similar drugs, that all bind to the 50S ribosomal subunit. It has been suggested that these compounds block the path by which nascent peptides exit the ribosome. We...
F Daidone et al.
Journal of pharmaceutical and biomedical analysis, 48(2), 347-355 (2008-03-18)
Out of three methods for the analysis of josamycin, the best one was selected and used as starting point for further development. A central composite design was applied to find the most influencing parameters and to optimize the chromatographic conditions...
Larissa Van den Bossche et al.
Journal of pharmaceutical and biomedical analysis, 73, 66-76 (2012-02-14)
The European Pharmacopoeia (Ph. Eur.) prescribes a selective and sensitive liquid chromatography/ultraviolet (LC-UV) method for the separation of the 16-membered ring macrolide josamycin and its related compounds. Since josamycin is obtained by fermentation, several closely related substances can be found...

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