title: Conformational Control in the Rebeccamycin Class of Indolocarbazole Glycosides.
abstract: Indolocarbazole glycosides are balanced between two conformations: a "closed" conformation containing a cyclic hydrogen bond between the indolocarbazole NH and the pyranose oxygen and an "open" conformation in which the indolocarbazole NH is hydrogen bonded to solvent. The open conformation never has a commanding advantage, even in DMSO, but in nonpolar environments the cyclic conformation predominates.
authors.affiliation: Department of Chemistry, The University of California, Irvine, California 92697-2025.
authors.forename: Eric J.
authors.initials: EJ
authors.lastname: Gilbert
authors.forename: John D.
authors.initials: JD
authors.lastname: Chisholm
authors.forename: David L.
authors.initials: DL
authors.lastname: Van Vranken