The current article reports theoretical studies (DFT: B3LYP/6-31CG(d)) on the structure and alkylation reactions of the anions of some secondary N-nitrosocarbamates, a class of ambident nucleophiles whose chemistry has been little explored. Several anions (1–4), with an increasing size of the carbamate alkyl (aryl) group were investigated, in an attempt to establish the influence of the size of...

The alkylation of the specific higher-order nucleic acid structures is of great significance in order to control its function and gene expression. In this report, we have described the T-T mismatch selective alkylation with a vinyldiaminotriazine (VDAT)-acridine conjugate. The alkylation selectively proceeded at the N3 position of thymidine on the T-T mismatch. Interestingly, the alkylated thym...

Iodoacetamide inactivates glycogen phosphorylase and causes it to dissociate into monomers of 92,500 molecular weight. Three -SH groups on each monomer are alkylated, but the first reacts as rapidly as do model compounds and its alkylation does not cause inactivation. The remaining two -SH groups are alkylated several hundred times slower, at rates comparable to the loss of activity. The three ...

quercetin, a ubiquitous flavonol, represents a promising leading drug for development of new chemotherapeutic agents. however, its limited cytotoxicity to cancer cells hampers its clinical use. in order to obtain novel quercetin derivatives with superior cytotoxicity, seven alkylated quercetin derivatives were synthesized. solubility of these derivatives was determined by turbidimetry. cytotoxi...

Repair of DNA alkylation damage is critical for genomic stability and involves multiple conserved enzymatic pathways. Alkylation damage resistance, which is critical in cancer chemotherapy, depends on the overexpression of alkylation repair proteins. However, the mechanisms responsible for this upregulation are unknown. Here, we show that an OTU domain deubiquitinase, OTUD4, is a positive regul...

A reaction of biomass-derived aldehyde synringaldehyde and half an equivalent 1,4-dichlorobut-2-yne was attempted in order to obtain a bis-aldehyde with alkyne spacer. The carried out basic media effect bis O-alkylation, as described literature for the preparation structurally similar compounds. Nevertheless, only mono alkylation observed.

Alkylation reactions of the nucleoside guanosine (Guo) by the α,β-unsaturated compounds (α,β-UC) acrylonitrile (AN), acrylamide (AM), acrylic acid (AA) and acrolein (AC), which can act as alkylating agents of DNA, were investigated kinetically. The following conclusions were drawn: i) The Guo alkylation mechanism by AC is different from those brought about the other α,β-UC; ii) for the first th...

Escherichia coli can ameliorate the toxic effects of alkylating agents either by preventing DNA alkylation or by repairing DNA alkylation damage. The alkylation-sensitive phenotype of E. coli alkB mutants marks the alkB pathway as an extremely effective defense mechanism against the cytotoxic effects of the SN2, but not the SN1, alkylating agents. Although it is clear that AlkB helps cells to b...

Eeny, meeny, miny ... enaminones! Lactams and imides have been shown to consistently provide enantioselectivities substantially higher than other substrate classes previously investigated in the palladium-catalyzed asymmetric decarboxylative allylic alkylation. Several new substrates have been designed to probe the contributions of electronic, steric, and stereoelectronic factors that distingui...

Aims: To synthesize small molecule alkylating compounds and analyze the kinetics of the alkylation in aqueous solution. Determine molecular properties and the drug likeness of these four compounds as potential antineoplastic agents and apply statistical analysis to identify interrelationships of properties. Study Design: Four compounds were synthesized, characterized, and studied for alkylation...