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59983

Sigma-Aldrich

Josamycin

≥90% (HPLC)

Sinônimo(s):

Leucomycin A3

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About This Item

Fórmula empírica (Notação de Hill):
C42H69NO15
Número CAS:
Peso molecular:
827.99
Número CE:
Número MDL:
Código UNSPSC:
51102829
ID de substância PubChem:
NACRES:
NA.85

Nível de qualidade

Ensaio

≥90% (HPLC)

forma

powder

cor

white to slightly yellow

espectro de atividade do antibiótico

Gram-positive bacteria

Modo de ação

protein synthesis | interferes

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

XJSFLOJWULLJQS-NGVXBBESSA-N

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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.

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.

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Outras notas

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Certificados de análise (COA)

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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
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
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
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

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