Conformations of spermine in adenosine triphosphate complex

The structural basis for weak bimolecular interactions of major cellular electrolytes

Keisuke Maruyoshi, Toshiyuki Yamaguchi, Tetsuo Demura, Nobuaki Matsumori, Tohru Oishi, Michio Murata

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Selectively 2H- and 13C-labeled spermines (SPM) were efficiently synthesized and analyzed by NMR spectroscopy to determine the spin-spin coupling constants for six conformationally relevant bonds. SPM that is composed of three alkyl moieties, a butanylene, and two propanylene chains undergoes a conformational change when interacting with multivalent anions (e.g., adenosine triphosphate (ATP), ATP-Mg2+, and tripolyphosphate). Upon interaction with ATP, the C-C bonds, which affect the distance between the neighboring pairs of ammonium groups (i.e., N1/N5 and N5/N5′), increase the population of gauche rotamers by 17-20 % relative to those in the 4 HCl salt of SPM. However, the trend in increments of the gauche conformers for the SPM-ATP complex profoundly differs from that of the spermidine (SPD)-ATP complex. This implies that SPM may preferentially recognize the adenyl group of ATP rather than the tripolyphosphate moiety. This may account for the higher affinity of SPM to ATP-Mg2+ than with that of SPD, which chiefly interacts with β- and Î-phosphates and is easily replaced by Mg 2+. These results may provide a clue for the further understanding of the structural basis of polyamine biological functions. Spermines and spin: Spermines (SPM) labeled selectively with 2H and 13C were used to determine the spin-spin coupling constants for six conformationally relevant bonds. SPM revealed diverse conformational changes upon interaction with adenosine triphosphate (ATP), ATP-Mg2+, and tripolyphosphate (TPP, see graph).

Original languageEnglish
Pages (from-to)4788-4795
Number of pages8
JournalChemistry - A European Journal
Volume17
Issue number17
DOIs
Publication statusPublished - Apr 18 2011
Externally publishedYes

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Spermine
Electrolytes
Nuclear magnetic resonance spectroscopy
Conformations
Phosphates
Negative ions
Adenosine Triphosphate
Salts
Spermidine
Polyamines
Ammonium Compounds
Anions

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

Cite this

Conformations of spermine in adenosine triphosphate complex : The structural basis for weak bimolecular interactions of major cellular electrolytes. / Maruyoshi, Keisuke; Yamaguchi, Toshiyuki; Demura, Tetsuo; Matsumori, Nobuaki; Oishi, Tohru; Murata, Michio.

In: Chemistry - A European Journal, Vol. 17, No. 17, 18.04.2011, p. 4788-4795.

Research output: Contribution to journalArticle

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