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59983

Sigma-Aldrich

Josamycin

≥90% (HPLC)

Sinonimo/i:

Leucomycin A3

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About This Item

Formula empirica (notazione di Hill):
C42H69NO15
Numero CAS:
Peso molecolare:
827.99
Numero CE:
Numero MDL:
Codice UNSPSC:
51102829
ID PubChem:
NACRES:
NA.85

Saggio

≥90% (HPLC)

Forma fisica

powder

Colore

white to slightly yellow

Spettro attività antibiotica

Gram-positive bacteria

Modalità d’azione

protein synthesis | interferes

Temperatura di conservazione

2-8°C

Stringa SMILE

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
XJSFLOJWULLJQS-NGVXBBESSA-N

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Categorie correlate

Descrizione generale

Chemical structure: macrolide

Applicazioni

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.

Azioni biochim/fisiol

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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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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
Cristina Cigana et al.
Antimicrobial agents and chemotherapy, 51(3), 975-981 (2007-01-11)
Azithromycin (AZM) ameliorates lung function in cystic fibrosis (CF) patients. This macrolide has been suggested to have anti-inflammatory properties as well as other effects potentially relevant for therapy of CF. In this study, we utilized three CF (IB3-1, 16HBE14o- AS3
Martin Lovmar et al.
The Journal of biological chemistry, 279(51), 53506-53515 (2004-09-24)
Members of the macrolide class of antibiotics inhibit peptide elongation on the ribosome by binding close to the peptidyltransferase center and blocking the peptide exit tunnel in the large ribosomal subunit. We have studied the modes of action of the
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)
K Kanai et al.
The European respiratory journal, 23(5), 671-678 (2004-06-05)
It is well known that low-dose and long-term administration of macrolide antibiotics favourably modify the clinical status of chronic airway inflammatory diseases. However, the therapeutic mode of action of macrolide antibiotics is not well understood. The present study aimed to

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