A set of DNA tetranucleotides, which are 3'- or 5'-end extended versions of GCA, was used as chiral selectors for the discrimination of enantiomers of alpha-amino acids. The [X+Y-2H](2-) ions of the 1:1 complexes were generated by electrospraying a mixture of tetranucleotide (X) and amino acid (Y) solution. Chiral discrimination was achieved by studying the collision-induced dissociation spectra of the [X+Y-2H](2-) ion and the ratio of relative abundance of precursor ion to that of the product ion was used to measure the extent of discrimination. Among the tetranucleotides used, GCAA and GGCA exhibited better discrimination, in which GCAA showed D-selectivity and GGCA showed L-selectivity for the studied amino acids. In addition, binding constants were measured for the 1:1 complexes of phenylalanine enantiomers with GCAA and GGCA. Ltd.
The complexes of transition-metal ions (M2+, where M = Fe, Co, Ni, Cu, Zn, Cd, and Hg) with 2-acetylbenzimidazolethiosemicarbazone (L) are studied under electrospray ionization (ESI) conditions. The ESI mass spectra of Fe and Co complexes showed the complex ions corresponding to [M+2L-2H]+, and those of Ni and Zn complexes showed [M+2L-H]+ ions, wherein the metal/ligand ratio is 1:2 and the oxidation state of the central metal ion is +3 in the case of Fe and Co and +2 in the case of Ni and Zn. The Cd and Cu complexes showed preferentially 1:1 complex ions, i.e., [M+L-H]+ or [M+L+Cl]+, whereas Hg formed both 1:1 and 1:2 complex ions. During formation of the above complex ions one or two ligands are deprotonated after keto-enol tautomerism, depending on the nature and oxidation state of central metal ion. The structures and coordination numbers of the metal ions in the complex ions were studied by their collision-induced dissociation spectra and ion-molecule reactions with acetonitrile or propylamine in the collision cell. Based on these results it is concluded that Fe, Co, Ni and Zn form stable octahedral complexes, whereas tetrahedral or square planar complexes are formed preferentially for other metals. In addition, the Cu complex showed a [2L+2Cu-3H]+ ion with a Cu-Cu bond.
A fast, mechanochemical and solvent-free synthesis of substituted tetrahydropyrimidines and octahydroquinazolines under Au(III)-catalysis has been developed. The practical feasibility, eco-friendliness and operational simplicity of this chemistry is exemplified by ball milling three components such as formaldehyde, amines and 2-butynedioates/dimedone in a shaker mill for as little as five minutes, thus avoiding the requirement of undesirable solvents and long reaction times. Moreover, this protocol furnishes the target compounds in high yields without any side products and in some cases offers products with excellent regioselectivity. Out of the 26 compounds screened for anticonvulsant potency, 11 compounds exhibited comparable activity against a standard drug.
The transition metal (M=Fe, Co, Ni, Cu, Zn, Cd and Hg) complexes of 2- acetylbenzimidazolethiosemicarbazone (L(1)) and 1-methyl 2-acetylbenzimidazole-thiosemicarbazone (L(2)) are analyzed by MALDI using HCCA, THP, MMNPD and DMN as the matrices. All the MALDI spectra are clean without any contribution from the complex ions resulted by multiple proton addition/removal. All the complexes, except Cu, irrespective of the matrix used, show 1:2 complex ions wherein two ligands (neutral or deprotonated) complex with the metal ion depending on the nature and stable oxidation state of the central metal ion viz., [M + 2L - 2H](+) ion for Fe and Co complexes (+3 oxidation state) and [M + 2L - H](+) ion for Ni, Zn, Cd and Hg (+2 oxidation state). The Cu complex show 1:1 complex ion corresponding to [2M + 2L - 2H](+) ions. When HCCA is used as a matrix, the complex ions due to ligand exchange by matrix are also found, and this process is relatively more if a neutral ligand is bound to the metal ion in the original complex ion. The type of complex ions found under MALDI experiments are similar to those found under ESI experiments. However, the complex ions due to reduction of Cu are found only in the MALDI analysis of Cu complexes.
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