Telithromycin - CAS 191114-48-4
Catalog number: 191114-48-4
Category: Inhibitor
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Molecular Formula:
C43H65N5O10
Molecular Weight:
812.0
COA:
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Targets:
Antibacterial
Description:
Telithromycin is a semi-synthetic erythromycin derivative. It is created by substituting a ketogroup for the cladinose sugar and adding a carbamate ring in the lactone ring. An alkyl-aryl moiety is attached to this carbamate ring. Furthermore, the carbon at position 6 has been methylated, as is the case in clarithromycin, to achieve better acid-stability.
Purity:
>98%
Synonyms:
Telithromycin; HMR-3647; HMR 3647; HMR3647; RU-66647; RU 66647; RU66647
MSDS:
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InChIKey:
LJVAJPDWBABPEJ-XZVSULPPSA-N
InChI:
InChI=1S/C43H65N5O10/c1-12-33-43(8)37(48(41(53)58-43)19-14-13-18-47-23-31(45-24-47)30-16-15-17-44-22-30)27(4)34(49)25(2)21-42(7,54-11)38(28(5)35(50)29(6)39(52)56-33)57-40-36(51)32(46(9)10)20-26(3)55-40/h15-17,22-29,32-33,36-38,40,51H,12-14,18-21H2,1-11H3/t25-,26-,27+,28+,29-,32+,33-,36-,37+,38-,40+,42-,43-/m1/s1
Canonical SMILES:
CCC1C2(C(C(C(=O)C(CC(C(C(C(=O)C(C(=O)O1)C)C)OC3C(C(CC(O3)C)N(C)C)O)(C)OC)C)C)N(C(=O)O2)CCCCN4C=C(N=C4)C5=CN=CC=C5)C
1. Dissociation–equilibrium constant and bound conformation for weak antibiotic binding interaction with different bacterial ribosomes
Laurent Verdier, Josyane Gharbi-Benarous, Jean-Pierre Girault *. J. Chem. Soc., Perkin Trans. 2, 2000, 2363–2371
Antibiotics were added to E. coli ribosomes at molar ratios (antibiotic–ribosome) ranging from 600 to 2600. The antibiotic protons relaxed slower (enhanced T2obs) with a relative increase in antibiotic concentration (Fig. 2b). Fig. 3a shows titration plots of the observed selective T2obs of the 6-OMe, the 3 -Me and the S-Me protons of telithromycin, roxithromycin and clindamycin, respectively. In 0.8 µM E. coli ribosome solution, antibiotic concentration dependence was evident (Figs. 2b, 3a, S1 and S2). The linearity of the plots illustrates the binding of the antibiotics to the bacterial ribosomes according to eqn. (1). The binding constant KD can thus be obtained from the y-intercept of the linear plot; for telithromycin, roxithromycin and clindamycin binding to the E. coli ribosomes, KD = 1.2 × 10-3, 1.3 × 10-3 and 1.3 × 10-2, respectively (Table 1). The value of KD was closely related to the antibacterial activity. Telithromycin (1) displayed a significantly better overall anti-biotic activity than did clindamycin (3), and at the same time, the KD(1)/KD(3) ratio (Fig. 4a) was in the range of 0.1–0.2 for their weak E. coli ribosomal interaction.
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CAS 191114-48-4 Telithromycin

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