title: Conformational change of spermidine upon interaction with adenosine triphosphate in aqueous solution.
abstract: Endogenous polyamines, represented by putrescine, spermidine, and spermine, are known to exert their physiological functions by interacting with polyanionic biomolecules such as DNA, RNA, adenosine triphosphate (ATP), and phospholipids. Very few examples of conformation analysis have been reported for these highly flexible polymethylene compounds, mainly due to the lack of appropriate methodologies. To understand the molecular basis of the weak interaction between polyamines and polyanions that underlies their physiological functions, we aimed to elucidate the solution conformation of spermidine by using diastereospecifically deuterated and (13)C-labeled derivatives (1-7), which were designed to diagnose the orientation of seven conformationally relevant bonds in spermidine. (1)H-(1)H and (13)C-(1)H NMR coupling constants ((3)J(H,H) and (3)J(C,H)) were successfully determined for a spermidine-ATP complex. The relevant coupling constants markedly decreased upon complexation. The results reveal that spermidine, when interacting with ATP, undergoes changes that make the conformation more bent and forms the complex with the triphosphate part of ATP in an orientation-sensitive manner.
authors.affiliation: Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-0043, Japan.
authors.forename: Keisuke
authors.initials: K
authors.lastname: Maruyoshi
authors.forename: Kaori
authors.initials: K
authors.lastname: Nonaka
authors.forename: Takeshi
authors.initials: T
authors.lastname: Sagane
authors.forename: Tetsuo
authors.initials: T
authors.lastname: Demura
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Yamaguchi
authors.forename: Nobuaki
authors.initials: N
authors.lastname: Matsumori
authors.forename: Tohru
authors.initials: T
authors.lastname: Oishi
authors.forename: Michio
authors.initials: M
authors.lastname: Murata
mesh_terms: D000255:Adenosine Triphosphate / Q000737:chemistry* / Q000378:metabolism*; D002247:Carbon Isotopes / Q000737:chemistry; D003903:Deuterium / Q000737:chemistry; D003959:Diamines / Q000737:chemistry / Q000378:metabolism; D006860:Hydrogen Bonding; D007536:Isomerism; D007553:Isotope Labeling; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011122:Polyphosphates / Q000737:chemistry / Q000378:metabolism; D011700:Putrescine / Q000737:chemistry / Q000378:metabolism; D013095:Spermidine / Q000031:analogs & derivatives / Q000737:chemistry* / Q000378:metabolism*; D014867:Water / Q000737:chemistry
chemical_list: D002247:Carbon Isotopes; D003959:Diamines; D011122:Polyphosphates; D014867:Water; C070006:1,2-diaminopropane; D000255:Adenosine Triphosphate; D003903:Deuterium; C005692:triphosphoric acid; D013095:Spermidine; D011700:Putrescine