The structure of an asymmetric dimer relevant to the mode of action of the glycopeptide antibiotics

Kalman, 1977, Structural and mode of action studies on the antibiotic vancomycin. Evidence from 270-MHz proton magnetic resonance, J. Am. Chem. Soc, 99, 2768, 10.1021/ja00450a058 Spiri-Nakagawa, 1979, Studies on bacterial cell wall inhibitors VIII. Mode of action of a new antibiotic, azureomycin B in Bacillus cereus T, J. Antibiot, 32, 995, 10.7164/antibiotics.32.995 Hunt, 1981, Complexation of acetyl-D-alanyl-D-alanine by antibiotic A35512B, J. Antibiot, 34, 469, 10.7164/antibiotics.34.469 Bardone, 1978, Teicomycins, new antibiotics from, Actinoplanes teicomyceticus, 31, 170 McHenry, 1983, Vancomycin, Pediatr. Clin. North Am, 30, 31, 10.1016/S0031-3955(16)34318-8 Geraci, 1983, Vancomycin, Mayo Clin. Proc, 58, 88 Wise, 1984, Vancomycin Therapy, J. Antimicrob. Chemother, 14 suppl. D Foldes, 1990, In vitro effects of vancomycin, rifampin and fusidic acid, alone and in combination, against methicillin resistant Staphylococcus aureus, J. Antibiot. Agents Chemother, 11, 21, 10.1093/jac/11.1.21 Brant, 1994, The end of antibiotics?, Newsweek, 123, 38 Courvalin, 1990, The resistance of enterococci to glycopeptides, Antimicrob. Agents Chemother, 34, 2291, 10.1128/AAC.34.12.2291 Wade, 1992, Pristinamycin for Enterococcus faecium resistant to vancomycin and gentamycin, Lancet, 339, 312, 10.1016/0140-6736(92)91391-K French, 1992, Vancomycin resistance in south London, Lancet, 339, 818, 10.1016/0140-6736(92)91954-7 Bugg, 1991, Identification of vancomycin resistance protein Van A as a -D-Ala-D-Ala ligase of altered substrate specificity, Biochemistry, 30, 2017, 10.1021/bi00222a002 Barna, 1984, The structure and mode of action of the glycopeptide antibiotics of the vancomycin group, Annu. Rev. Microbiol, 38, 339, 10.1146/annurev.mi.38.100184.002011 Nieto, 1971, Modifications of the acyl-D-alanyl-D-alanine terminus affecting complex formation with vancomycin, Biochem. J, 123, 789, 10.1042/bj1230789 Kannan, 1988, Function of the amino sugar and the N-terminal amino acid of the antibiotic vancomycin in its complexation with cell wall peptides, J. Am. Chem. Soc, 110, 2946, 10.1021/ja00217a042 Waltho, 1989, Aspects of molecular recognition: solvent exclusion and dimerization of the antibiotic ristocetin when bound to a model bacterial cell wall precursor, J. Am. Chem. Soc, 111, 2475, 10.1021/ja00189a017 Gerhard, 1993, The role of the sugar and chlorine substituents in the dimerization of vancomycin antibiotics, J. Am. Chem. Soc, 115, 232, 10.1021/ja00054a033 Mackay, 1994, Dissection of the contributions towards dimerization of glycopeptide antibiotics, J. Am. Chem. Soc, 116, 4573, 10.1021/ja00090a005 Mackay, 1994, Glycopeptide antibiotic activity and the possible role of dimerization: a model for biological signalling, J. Am. Chem. Soc, 116, 4581, 10.1021/ja00090a006 Ullrich, 1990, Signal transduction by receptors with tyrosine kinase activity, Cell, 61, 203, 10.1016/0092-8674(90)90801-K Milburn, 1991, 3-Dimensional structures of the ligand binding domain of the bacterial aspartate receptor with and without ligand, Science, 254, 1342, 10.1126/science.1660187 Canals, 1992, Signal transmission by epidermal growth factor receptor: coincidence of activation and dimerization, Biochemistry, 31, 4493, 10.1021/bi00133a016 Spencer, 1993, Controlling signal transduction with synthetic ligands, Science, 262, 1019, 10.1126/science.7694365 Zhou, 1993, Real-time measurements of kinetics of EGF binding to soluble EGF receptor monomers and dimers support the dimerization model for receptor activation, Biochemistry, 32, 8193, 10.1021/bi00083a020 Ohashi, 1994, Ligand-induced activation of chimeric receptors between the erythropoietin receptor and tyrosine kinases, Proc. Natl. Acad. Sci. USA, 91, 158, 10.1073/pnas.91.1.158 Groves, 1994, Recognition of the cell wall binding site of the vancomycin-group antibiotics by unnatural structural motifs. 1H NMR studies of the effects of ligand binding on antibiotic dimerization, J. Chem. Soc. Perkin Trans. I, 659, 10.1039/p19940000659 Williams, 1989, Why are secondary metabolites (natural products) biosynthesised?, J. Nat. Prods. LLoydia, 52, 1189, 10.1021/np50066a001 Arthur, 1993, Genetics and mechanisms of glycopeptide resistance in Enterococci, Antimicrob. Agents Chemother, 37, 1563, 10.1128/AAC.37.8.1563 Bugg, 1991, Molecular basis for vancomycin resistance in, Enterococcus faecium, 30, 10408 Nagarajan, 1988, Synthesis and antibacterial activity of, J. Antibiot. (Tokyo), 41, 1430, 10.7164/antibiotics.41.1430 Nagarajan, 1989, Synthesis and antibacterial evaluation of N-alkyl vancomycin, J. Antiobiot. (Tokyo), 42, 63, 10.7164/antibiotics.42.63 Nagarajan, 1993, Structural activity relationships of vancomycin-type glycopeptide antibiotics, J. Antibiot. (Tokyo), 46, 1181, 10.7164/antibiotics.46.1181 Mohamadi, 1990, MacroModel — an integrated software system for modelling organic and bioorganic molecules using molecular mechanics, J. Comput. Chem, 11, 440, 10.1002/jcc.540110405 Van Gunsteren, 1990, Computer simulation of molecular dynamics: methodology, applications and perspectives in chemistry, Angew. Chem, 29, 992, 10.1002/anie.199009921