Teicoplanin aglycone

Fig. 1. Stereostmeture of teicoplanin aglycone [89139-42-4] obtained from a Dreiding model (83) where is hydrogen, is nitrogen, O is carbon, is...

Teicoplanin aglycone (TAG) is the aglycone portion of glycopeptide antibiotic TE A2-2, that is, it contains the same heptapeptide backbone of TE, but it lacks the sugar... 

Xiao, T.L. et al., Evaluation and comparison of a methylated teicoplanin aglycone to teicoplanin aglycone and natural teicoplanin chiral stationary phases, J. Sep. Set, 29, 429, 2006. 

Rojkovieova, T. et al.. Study of the mechanism of enantioseparation. Vll. Effect of temperature on retention of some enantiomers of phenylcarbamic acid derivates on a teicoplanin aglycone chiral stationary phase, J. Liq. Chrom. Rel. TechnoL, 27, 1653, 2004. 

Steffeck, R.J. and Zelechonok, Y., Enantioselective ion-exclusion chromatography on teicoplanin aglycone and (-i-)-(18-crown-6)-2,3,ll,12-tetracarboxylic acid stationary phases, J. Chromatogr. A, 983, 91, 2003. 

Grobuschek, N. et al., Enantioseparation of amino acids and drugs by CEC, pressure supported CEC, and micro-HPLC using a teicoplanin aglycone stationary phase, J. Sep. ScL, 25, 1297, 2002. 

Schmid, M.G. et al., Enantioseparation of dipeptides and tripeptides by micro-HPLC comparing teicoplanin and teicoplanin aglycone as chiral selectors, J. Bio-chem. Biophys. Methods, 61, 1,2004. 

Haroun, M. et al.. Thermodynamic origin of the chiral recognition of tryptophan on teicoplanin and teicoplanin aglycone stationary phases, J. Sep. ScL, 28, 409, 2005. 

Silica particles derivatized with a chiral selector ((teicoplanin aglycone (TAG)) and polymerized with a methacrylamide... 

Amino acids containing 1,2,3,4-tetrahydroisoquinoline, teicoplanin aglycon Teicoplanin 22... 

Losey HC, Peczuh MW, Chen Z et al (2001) Tandem action of glycosyltransferases in the maturation of vancomycin and teicoplanin aglycones novel glycopeptides. Biochemistry 40 4745 1755... 

Name Teicoplanin aglycone bonded phase Structure ... 

The selected example by Seneci et al. [51] reported the use of an IDA-DC [52] (iminoDiacetic acid based double cleavable) linker for structure determination and controlled release of pool libraries based on teicoplanin aglycone (TD) [53] and tested for their antimicrobial activities. The synthesis and the structure of the linker and the structure of teicoplanin aglycone are shown in Figure 9.15. Starting from iminodiacetic acid the linker was prepared in four trivial chemical steps (the cyclic anhydride used in step 4 was prepared in two steps from iminodiacetic acid) its structure was symmetrical with the amide arm bearing the carboxylic handle for the solid support attachment and the identical other arms bearing protected propylamine groups for the library synthesis. 

Seneci P, Sizemore C, Islam K, Kocis P, Combinatorial chemistry and natural products, Teicoplanin aglycone as a molecular scaffold for solid phase synthesis of combinatorial libraries, Tetrahedron Lett., 37 6319-6322, 1996. 

Sizemore CF, Seneci P, Kocis P, Wertman KF, Islam K, Combinatorial chemistry and natural products determination of the biological activity of on-bead, double cleavable teicoplanin aglycon (TD), Protein Pept. Lett., 3 253-260, 1996. 

Tesarova and Bosakova [58] proposed an HPLC method for the enantio-selective separation of some phenothiazine and benzodiazepine derivatives on six different chiral stationary phases (CSPs). These selected CSPs, with respect to the structure of the separated compounds, were either based on b-CD chiral selectors (underivatized (J>-CD and hydroxypropyl ether (3-CD) or on macrocyclic antibiotics (vancomycin, teicoplanin, teicoplanin aglycon and ristocetin A). Measurements were carried out in a reversed-phase separation mode. The influence of mobile phase composition on retention and enantio-selective separation was studied. Enantioselective separation of phenothiazine derivatives, including levopromazine (LPZ), promethazine and thioridazine, was relatively difficult to achieve, but it was at least partly successful with both types of CSPs used in this work (CD-based and glycopeptide-based CSP), except for levomepromazine for which only the [CCD-based CSP was suitable. 

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