Binding of L-histidine to vanadium. Structure of exo-[VO2{N-(2-oxidonaphthal)-His}]

Vergopoulos, Vassilios; Priebsch, Wolfgang; Fritzsche, Martina; Rehder, Dieter

doi:10.1021/ic00061a049

Cited by 125 publications

(73 citation statements)

References 2 publications

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“…In the case of histidine, the evidence clearly shows there is no vanadium-imidazole bond formation. A recent X-ray study of a histidine-containing complex also did not show a vanadium -imidazole nitrogen bond (19) although, in other systems, such bond formation does occur as, for example, in a salicylidene -ethyl imidazole complex (20). It is possible that products with imidazole-vanadium bonds also form here but, if they do, they are comparatively disfavoured products.…”

Section: Discussionmentioning

confidence: 93%

Condensation reactions between vanadate and small functionalized peptides in aqueous solution

Tracey¹,

Jaswal²,

Nxumalo³

et al. 1995

Can. J. Chem.

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Abstract:The role that histidyl, seryl, tyrosyl, and other side chains of small peptides play in the formation of vanadate complexes has been investigated using 'H, I3c, and "V nuclear magnetic resonance spectroscopy. Formation constants of product complexes in aqueous solution have been determined and the influence of pH on the equilibria established. The results revealed that, in histidine-containing compounds, the protonation state of the imidazole ring of the free ligand strongly influences product formation. The results unequivocally showed that no vanadium-to-imidazole bond was formed for any of the histidine-containing complexes studied. However, imidazole and other aromatic side-chain residues have an effect on product stability via their influence on the protonation state (pK,) of the products. Aliphatic side-chains, such as those in asparagine or glutamate, do not appear to play a significant role in the formation of products. This is not true, however, of serine or threonine where the side-chains readily generate vanadium-oxygen bonds.

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Section: Discussionmentioning

confidence: 93%

Condensation reactions between vanadate and small functionalized peptides in aqueous solution

Tracey¹,

Jaswal²,

Nxumalo³

et al. 1995

Can. J. Chem.

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“…The formation of the tetrahedral VO 2 species was recently evaluated by a theoretical study of the extended Hückel (EH) type, this species being excluded in the cases of SiO 2 , TiO 2 and γ-Al 2 O 3 . [27] To the best of our knowledge, no monomeric tetrahedral vanadium() species containing oxo organic ligands has yet been observed in aqueous solution, and such tetrahedral units are also not common for dioxovanadium() moieties in the solid state: only distorted square-pyramidal, [28] trigonal-bipyramidal [29] and octahedral [30] geometries have recently been characterised with cis-dioxo groups, [28Ϫ30] but tetrahedral species exist in some chains of inorganic vanadates. With large metal cations such as Ba 2ϩ , the structures adopted by dinegative metavanadates, MV 2 O 6 , contains chains of vertex-shared VO 4 tetrahedra.…”

Section: Synthesis Of New Vanadium Pre-catalystsmentioning

confidence: 99%

Vanadium‐Catalysed Aerobic Cleavage of C−C Bonds in Substituted Cyclohexanones To Afford Carboxylic Acids: Two Model Complexes with Tetrahedral Geometry around Vanadium(V)

et al. 2003

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“…106,107 Another class of model system related to this biological site, in its reduced (inactive) Also, Schiff-base complexes of vanadium(V) and of oxovanadium(IV) have often been investigated as useful models for this and other biological systems containing the metal. [109][110][111][112][113][114][115] Finally, it is worthy commenting that numerous model compounds developed for a better understanding of the activity and action of vanadium-dependent haloperoxidases and other biological systems containing this element are also reagents in modern organic synthesis. 116 It is pertinent to emphasize that a number of model compounds investigated in relation to Amavadine, the natural vanadium complex present in the fungus Amanita muscaria (cf.…”

Section: Model Studies Related To Haloperoxidasesmentioning

confidence: 99%

Model studies related to vanadium biochemistry: recent advances and perspectives

Baran¹

2003

J. Braz. Chem. Soc.

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Nos ultimos anos, vêm se acumulando as evidências sobre a necessidade de vanádio dos organismos mais evoluídos. Estudos de compostos modelos constituem-se numa importante ferramenta para o entendimento dos diferentes aspectos da bioquímica deste bioelemento. Neste artigo, apresentamos os resultados dos nossos estudos, assim como os de outros grupos de pesquisa, sobre compostos modelos relacionados a vários aspectos do metabolismo e detoxificação do vanádio e a haloperoxidasas dependentes do vanádio. São também apresentadas informações sobre as interações do cátion oxovanádio(IV), relevante do ponto de vista biológico, com bioligantes importantes, tais como nucleotideos, carboidratos, fosfatos e outros sistemas correlatos.Increasing evidence on the need of the higher forms of life for vanadium has accumulated during recent years. Model studies have become a very important tool to attain a better understanding of different aspects of the biochemistry of this bioelement. In this account we present the results of our own studies, as well as those of other research groups, on models related to different aspects of its metabolism and detoxification and to vanadium dependent haloperoxidases. Additional information about the interaction of the biologically relevant oxovanadium(IV) cation with important bioligands, such as nucleotides, carbohydrates, phosphates and related systems are also presented.

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Binding of L-histidine to vanadium. Structure of exo-[VO2{N-(2-oxidonaphthal)-His}]

Cited by 125 publications

References 2 publications

Condensation reactions between vanadate and small functionalized peptides in aqueous solution

Condensation reactions between vanadate and small functionalized peptides in aqueous solution

Vanadium‐Catalysed Aerobic Cleavage of C−C Bonds in Substituted Cyclohexanones To Afford Carboxylic Acids: Two Model Complexes with Tetrahedral Geometry around Vanadium(V)

Model studies related to vanadium biochemistry: recent advances and perspectives

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