Thiamine-metal ion and thiamine-anion interactions. Crystal structure of Cu(thiamine)Br2

Interactions of Cu(I) with Selenium-Containing Amino Acids Determined by NMR, XAS, and DFT Studies

“…67 A few trigonal planar Cu(I) complexes formed in aqueous solution with Cu-N or Cu-S bonds have been reported, including [Cu 2 (μ-cnge) 2 (cnge) 2 ] 2+ (cgne = 2-cyanoguanidine), 68 Cu(thiamine)Br 2 , 69 and the thiourea complexes Cu[SC(NH 2 )] 2 X (X = Cl, I). 70-72 Since Cu(I)-Se interactions occur in aqueous solution immediately upon combining Cu(I) and MeSeCys or SeMet in a 1:1 ratio, this direct Cu-Se binding is likely to be at least partly responsible for the observed inhibition of copper-mediated DNA damage by these selenoamino acids.…”

Structure of thiamine bromide sesquihydrate

“…The Br(2) bridges the pyrimidine and thiazolium tings of A by forming a hydrogen bond with the amino group N(41'A) and an electrostatic interaction with the thiazolium ring [perpendicular distance Br (2) (8) .&]. This type of thiamine-anion (or electronegative atom) interaction, which widely exists in the thiamine compounds, has been considered to be an important factor affecting the conformation of thiamine (Cramer, Kirkup & Carrie, 1988;Archibong, Adeyemo, Aoki & Yamazaki, 1989). The F conformation is favoured by smaller anionic groups because of the reduced steric effect (Hu, 1991).…”

The effects of copper status on thiamine metabolism in sheep fed a high sulfur diet

“…Formation of thiamine-Cu comlplexes in vitro has been described and analvzed bv crystallography (Caira et at. 1974;-C.u^"t et al 1984;Archibong et al' 1989 …”

“…There is evidence that the coenzyme fits in the active center of the apoenzyme in such a way that the pyrimidine moiety of the thiamine molecule stacks with the indole moiety of tryptophan in the active center of the protein (Kochetov et al 1973;Aoki and Yamazaki 1980). Pyrimidine stacking occurs in thiamine-Cu-halogen complexes (Cramer et al 1984;Archibong et al 1989). Formation of thiamine-Cu comlplexes in vitro has been described and analvzed bv crystallography (Caira et at.…”