Interactions of guanine derivatives with ethylenediamine and diethylenetriamine complexes of palladium(II) in solution

Pd binding sites of the guanine ring and formation of a cyclic adduct, [{Pd(en)(guanine ring)}4]

Kiyoshi Uchida, Akira Toyama, Yukiko Tamura, Michiaki Sugimura, Fumiyuki Mitsumori, Yukio Furukawa, Hideo Takeuchi, Issei Harada

Research output: Contribution to journalArticle

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Abstract

Interactions of guanine derivatives (G) with ethylenediamine (en) and diethylenetriamine (dien) complexes of Pd(II) in aqueous solution were investigated by Raman, IR, CD, and NMR (15N, 1H, 31P) spectroscopy and by chromatography. The Raman and IR spectra varied with the molar ratio r of Pd to G, and two types (A and B) of coordination of G to Pd were found. Detailed analysis of the Raman and IR spectra including those of 18O=C(6)-substituted guanosine showed that N(7) is the binding site in adduct A and both N(7) and deprotonated N(1) are bound to different Pd atoms in the adduct of Pd(dien) at r = 2 (B1) and the adduct of Pd(en) at r = 1 (B2). 15N NMR spectra supported the binding at N(7) and deprotonated N(1) in the B1 and B2 adducts. Gel chromatography and HPLC suggested that B1 consists of two Pd(dien) molecules and one guanine ring, while B2 is an n/n adduct of Pd(en) and G. 1H NMR spectra of B2 and its analogues formed with mixtures of guanosine 5′-monophosphate and inosine 5′-monophosphate can be interpreted as being due to a 4/4 cyclic adduct with C4 symmetry in the G ring configuration. Reflecting the fixed configuration of the G rings, strong CD bands are observed for this adduct. 31P NMR and vibrational spectra suggested that the phosphate group of guanosine 5′-monophosphate is hydrogen bonded from the amino group of Pd(en), and this hydrogen bonding stabilizes the 4/4 cyclic adduct.

Original languageEnglish
Pages (from-to)2067-2073
Number of pages7
JournalInorganic Chemistry
Volume28
Issue number11
Publication statusPublished - 1989
Externally publishedYes

Fingerprint

ethylenediamine
guanines
Guanine
Palladium
adducts
palladium
Binding Sites
Nuclear magnetic resonance
Guanosine Monophosphate
Derivatives
rings
Chromatography
guanosines
interactions
Inosine
nuclear magnetic resonance
Guanosine
Vibrational spectra
Hydrogen
Hydrogen bonds

ASJC Scopus subject areas

  • Inorganic Chemistry

Cite this

Interactions of guanine derivatives with ethylenediamine and diethylenetriamine complexes of palladium(II) in solution : Pd binding sites of the guanine ring and formation of a cyclic adduct, [{Pd(en)(guanine ring)}4]. / Uchida, Kiyoshi; Toyama, Akira; Tamura, Yukiko; Sugimura, Michiaki; Mitsumori, Fumiyuki; Furukawa, Yukio; Takeuchi, Hideo; Harada, Issei.

In: Inorganic Chemistry, Vol. 28, No. 11, 1989, p. 2067-2073.

Research output: Contribution to journalArticle

Uchida, Kiyoshi ; Toyama, Akira ; Tamura, Yukiko ; Sugimura, Michiaki ; Mitsumori, Fumiyuki ; Furukawa, Yukio ; Takeuchi, Hideo ; Harada, Issei. / Interactions of guanine derivatives with ethylenediamine and diethylenetriamine complexes of palladium(II) in solution : Pd binding sites of the guanine ring and formation of a cyclic adduct, [{Pd(en)(guanine ring)}4]. In: Inorganic Chemistry. 1989 ; Vol. 28, No. 11. pp. 2067-2073.
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abstract = "Interactions of guanine derivatives (G) with ethylenediamine (en) and diethylenetriamine (dien) complexes of Pd(II) in aqueous solution were investigated by Raman, IR, CD, and NMR (15N, 1H, 31P) spectroscopy and by chromatography. The Raman and IR spectra varied with the molar ratio r of Pd to G, and two types (A and B) of coordination of G to Pd were found. Detailed analysis of the Raman and IR spectra including those of 18O=C(6)-substituted guanosine showed that N(7) is the binding site in adduct A and both N(7) and deprotonated N(1) are bound to different Pd atoms in the adduct of Pd(dien) at r = 2 (B1) and the adduct of Pd(en) at r = 1 (B2). 15N NMR spectra supported the binding at N(7) and deprotonated N(1) in the B1 and B2 adducts. Gel chromatography and HPLC suggested that B1 consists of two Pd(dien) molecules and one guanine ring, while B2 is an n/n adduct of Pd(en) and G. 1H NMR spectra of B2 and its analogues formed with mixtures of guanosine 5′-monophosphate and inosine 5′-monophosphate can be interpreted as being due to a 4/4 cyclic adduct with C4 symmetry in the G ring configuration. Reflecting the fixed configuration of the G rings, strong CD bands are observed for this adduct. 31P NMR and vibrational spectra suggested that the phosphate group of guanosine 5′-monophosphate is hydrogen bonded from the amino group of Pd(en), and this hydrogen bonding stabilizes the 4/4 cyclic adduct.",
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T1 - Interactions of guanine derivatives with ethylenediamine and diethylenetriamine complexes of palladium(II) in solution

T2 - Pd binding sites of the guanine ring and formation of a cyclic adduct, [{Pd(en)(guanine ring)}4]

AU - Uchida, Kiyoshi

AU - Toyama, Akira

AU - Tamura, Yukiko

AU - Sugimura, Michiaki

AU - Mitsumori, Fumiyuki

AU - Furukawa, Yukio

AU - Takeuchi, Hideo

AU - Harada, Issei

PY - 1989

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AB - Interactions of guanine derivatives (G) with ethylenediamine (en) and diethylenetriamine (dien) complexes of Pd(II) in aqueous solution were investigated by Raman, IR, CD, and NMR (15N, 1H, 31P) spectroscopy and by chromatography. The Raman and IR spectra varied with the molar ratio r of Pd to G, and two types (A and B) of coordination of G to Pd were found. Detailed analysis of the Raman and IR spectra including those of 18O=C(6)-substituted guanosine showed that N(7) is the binding site in adduct A and both N(7) and deprotonated N(1) are bound to different Pd atoms in the adduct of Pd(dien) at r = 2 (B1) and the adduct of Pd(en) at r = 1 (B2). 15N NMR spectra supported the binding at N(7) and deprotonated N(1) in the B1 and B2 adducts. Gel chromatography and HPLC suggested that B1 consists of two Pd(dien) molecules and one guanine ring, while B2 is an n/n adduct of Pd(en) and G. 1H NMR spectra of B2 and its analogues formed with mixtures of guanosine 5′-monophosphate and inosine 5′-monophosphate can be interpreted as being due to a 4/4 cyclic adduct with C4 symmetry in the G ring configuration. Reflecting the fixed configuration of the G rings, strong CD bands are observed for this adduct. 31P NMR and vibrational spectra suggested that the phosphate group of guanosine 5′-monophosphate is hydrogen bonded from the amino group of Pd(en), and this hydrogen bonding stabilizes the 4/4 cyclic adduct.

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