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Interaction of cis-diamminediaquoplatinum(II) with adenosylcobalamin and alkylcobalamins

Abstract

The interaction of cis-diamminediaquoplatinum(II) nitrate with adenosylcobalamin and a series of alkylcobalamins was studied by carbon-13 nuclear magnetic resonance spectroscopy and by electronic spectroscopy. With these cobalamins cis-(Pt(NH/sub 3/)/sub 2/(OH/sub 2/)/sub 2/)/sup 2 +/ forms adducts in which N(3) of the 5,6-methylbenzimidazole moiety is co-ordinated to platinum(II) rather than to cobalt(III) of the corrin. The chemical shifts of the 5'-methylene carbon of adenosylcobalamin-platinum adduct and of the Co-methyl carbon of the methylcobalamin-platinum adduct are characteristic of these cobalamins in the base-off form. Furthermore, these cobalamin-platinum complexes have visible spectra identical to those of the cobalamins in acidic solution. The /sup 13/C NMR spectrum of the adenosylcobalamin-platinum complex suggests the presence of a second adduct in which platinum(II) complexes are co-ordinated to both the N(3) of the 5,6-dimethylbenzimidazole nucleotide and to N(7) of the 5'-deoxyadenosyl moiety. The rate of the alkylcobalamin-platinum(II) adduct formation is determined by the strength of the cobalt(III)-5,6-dimethylbenzimidazole co-ordinate bond. Thus, adenosylcobalamin reacts much faster than adenosylepicobalamin to form the cobalamin-platinum(II) adduct.
Authors:
Hogenkamp, H P.C.; [1]  Kohlmiller, N A; Howsinger, R; Walker, T E; Matwiyoff, N A
  1. Univ. of Minnesota, Minneapolis
Publication Date:
Jan 01, 1980
Product Type:
Journal Article
Reference Number:
ERA-07-019037; EDB-82-041111
Resource Relation:
Journal Name: J. Chem. Soc., Dalton Trans.; (United Kingdom)
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; ADENOSINE; CHEMICAL REACTIONS; AMINES; BENZIMIDAZOLES; COBALT COMPLEXES; PLATINUM COMPLEXES; CARBON 13; NMR SPECTRA; REACTION KINETICS; AZOLES; CARBON ISOTOPES; COMPLEXES; EVEN-ODD NUCLEI; HETEROCYCLIC COMPOUNDS; IMIDAZOLES; ISOTOPES; KINETICS; LIGHT NUCLEI; NUCLEI; NUCLEOSIDES; NUCLEOTIDES; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; RIBOSIDES; SPECTRA; STABLE ISOTOPES; TRANSITION ELEMENT COMPLEXES; 400201* - Chemical & Physicochemical Properties; 400301 - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)
OSTI ID:
5880033
Country of Origin:
United Kingdom
Language:
English
Other Identifying Numbers:
Journal ID: CODEN: JCDTB
Submitting Site:
TIC
Size:
Pages: 1668-1673
Announcement Date:
Jan 01, 1982

Citation Formats

Hogenkamp, H P.C., Kohlmiller, N A, Howsinger, R, Walker, T E, and Matwiyoff, N A. Interaction of cis-diamminediaquoplatinum(II) with adenosylcobalamin and alkylcobalamins. United Kingdom: N. p., 1980. Web. doi:10.1039/dt9800001668.
Hogenkamp, H P.C., Kohlmiller, N A, Howsinger, R, Walker, T E, & Matwiyoff, N A. Interaction of cis-diamminediaquoplatinum(II) with adenosylcobalamin and alkylcobalamins. United Kingdom. https://doi.org/10.1039/dt9800001668
Hogenkamp, H P.C., Kohlmiller, N A, Howsinger, R, Walker, T E, and Matwiyoff, N A. 1980. "Interaction of cis-diamminediaquoplatinum(II) with adenosylcobalamin and alkylcobalamins." United Kingdom. https://doi.org/10.1039/dt9800001668.
@misc{etde_5880033,
title = {Interaction of cis-diamminediaquoplatinum(II) with adenosylcobalamin and alkylcobalamins}
author = {Hogenkamp, H P.C., Kohlmiller, N A, Howsinger, R, Walker, T E, and Matwiyoff, N A}
abstractNote = {The interaction of cis-diamminediaquoplatinum(II) nitrate with adenosylcobalamin and a series of alkylcobalamins was studied by carbon-13 nuclear magnetic resonance spectroscopy and by electronic spectroscopy. With these cobalamins cis-(Pt(NH/sub 3/)/sub 2/(OH/sub 2/)/sub 2/)/sup 2 +/ forms adducts in which N(3) of the 5,6-methylbenzimidazole moiety is co-ordinated to platinum(II) rather than to cobalt(III) of the corrin. The chemical shifts of the 5'-methylene carbon of adenosylcobalamin-platinum adduct and of the Co-methyl carbon of the methylcobalamin-platinum adduct are characteristic of these cobalamins in the base-off form. Furthermore, these cobalamin-platinum complexes have visible spectra identical to those of the cobalamins in acidic solution. The /sup 13/C NMR spectrum of the adenosylcobalamin-platinum complex suggests the presence of a second adduct in which platinum(II) complexes are co-ordinated to both the N(3) of the 5,6-dimethylbenzimidazole nucleotide and to N(7) of the 5'-deoxyadenosyl moiety. The rate of the alkylcobalamin-platinum(II) adduct formation is determined by the strength of the cobalt(III)-5,6-dimethylbenzimidazole co-ordinate bond. Thus, adenosylcobalamin reacts much faster than adenosylepicobalamin to form the cobalamin-platinum(II) adduct.}
doi = {10.1039/dt9800001668}
journal = []
journal type = {AC}
place = {United Kingdom}
year = {1980}
month = {Jan}
}