10.1021/np020112z.s001 Carsten Fischer Carsten Fischer Leticia Rodríguez Leticia Rodríguez Eugenio P. Patallo Eugenio P. Patallo Fredilyn Lipata Fredilyn Lipata Alfredo F. Braña Alfredo F. Braña Carmen Méndez Carmen Méndez Jose A. Salas Jose A. Salas Jürgen Rohr Jürgen Rohr Digitoxosyltetracenomycin C and Glucosyltetracenomycin C, Two Novel Elloramycin Analogues Obtained by Exploring the Sugar Donor Substrate Specificity of Glycosyltransferase ElmGT American Chemical Society 2002 biosynthetic step mass spectrometry Novel Elloramycin Analogues Obtained Sugar Donor Substrate Specificity 13 C NMR spectroscopy Glucosyltetracenomycin C sugar donor substrate glycosyltransferase ElmGT novel elloramycin analogues demethyl 1 H Digitoxosyltetracenomycin C Glycosyltransferase ElmGT OH elloramycin biosynthesis 2002-09-05 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Digitoxosyltetracenomycin_C_and_Glucosyltetracenomycin_C_Two_Novel_Elloramycin_Analogues_Obtained_by_Exploring_the_Sugar_Donor_Substrate_Specificity_of_Glycosyltransferase_ElmGT/3734313 Our explorations of glycosyltransferase ElmGT from <i>Streptomyces olivaceus </i>Tü 2353, which shows an interesting flexibility regarding its sugar donor substrate, were extended toward various previously unexplored sugar co-substrates. The studies revealed that ElmGT, which normally transfers l-rhamnose to 8-demethyltetracenomycin C as a crucial biosynthetic step in elloramycin biosynthesis, is also able to process an activated non-deoxygenated sugar, NDP-d-glucose, as well as NDP-l-digitoxose, which is the first example of an NDP-l-sugar co-substrate of ElmGT possessing an axial 3-OH group. The structures of the resulting novel elloramycin analogues of these experiments, 8-demethyl-8-l-digitoxosyltetracenomycin C (<b>4</b>) and 8-demethyl-8-d-glucosyltetracenomycin C (<b>7</b>), were elucidated mainly by <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy and by mass spectrometry.