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Chemical Compound Review

AG-D-19061     tetrabutylazanium

Synonyms: CHEMBL1236196, CHEBI:45825, STOCK5S-53005, CTK0H1757, ZINC01706222, ...
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Disease relevance of tetrabutylazanium


Psychiatry related information on tetrabutylazanium

  • A nonmicellizable quaternary ammonium salt, the tetrabutylammonium bromide (TBABr), which has a head group structure very similar to pOOTBABr, not only induces a remarkable superactivation, at a concentration 80-fold higher than pOOTBABr, but also allows the enzyme to retain a high residual activity for long periods of time [2].

High impact information on tetrabutylazanium


Biological context of tetrabutylazanium

  • Alkylation of N-nitrosourethane tetrabutylammonium salt (2-Bu(4)N) with four electrophiles (MeI, EtI, i-PrI, and PhCH(2)Br) was studied by (1)H NMR in CD(2)Cl(2) and CD(3)CN solutions [8].
  • For instance, treatment of (Z)-1a with p-toluenesulfonyl chloride (1.2 equiv), tetrabutylammonium bromide (5 mol %) and MeOH (10 equiv) in toluene-50% KOH aqueous solution (volume ratio = 3:1) at 0 degrees C for 2 h, and subsequent benzoylation followed by acidic hydrolysis afforded the protected alpha-amino ketone 2a in 80% isolated yield [9].
  • Mechanism of Intracellular Block of the KcsA K(+) Channel by Tetrabutylammonium: Insights from X-ray Crystallography, Electrophysiology and Replica-exchange Molecular Dynamics Simulations [10].
  • N-octyl-tributylammonium and -triethylammonium also blocked rCx40 channels with higher affinity and faster kinetics than TBA(+) or TPeA(+), indicative of a hydrophobic site within the pore near the site of block [11].
  • On crystallisation from a solution containing L--H and excess Bu4NF, the tetrabutylammonium salt of the deprotonated urea derivative (Bu4N[L]) was isolated and its crystal and molecular structure determined [12].

Anatomical context of tetrabutylazanium


Associations of tetrabutylazanium with other chemical compounds


Gene context of tetrabutylazanium

  • The chelate is separated on C18-bonded silica packing by using an aqueous methanol mobile phase containing tetrabutylammonium bromide and is detected with 0.005 AU full-scale at 510 nm [22].
  • The isoelectric point of the mutant Asn-78----Asp-78 was equivalent to that of wild-type yeast TIM that had undergone a single, heat-induced deamidation, and this mutant enzyme was less resistant than wild-type TIM to denaturation and inactivation caused by elevated temperature, denaturants, tetrabutylammonium bromide, alkaline pH, and proteases [23].
  • [reaction: see text] The reaction of a carboxylic acid with di-tert-butyl dicarbonate and sodium azide allowed the formation of an acyl azide intermediate, which undergoes a Curtius rearrangement in the presence of tetrabutylammonium bromide and zinc(II) triflate [24].
  • The method consists of (a) an on-line preconcentration at pH 3, (b) clean-up with four (precolumn) bed volumes of acetonitrile-water (30:70) at pH 3 and (c) isocratic analytical separation at pH 11 with 0.01 mol/l tetrabutylammonium as the ion-pair reagent and acetonitrile-water (30:70) as the eluent [25].
  • Furthermore, we added to CP2 tetrabutylammonium 4-tert-butylphenolate [26].

Analytical, diagnostic and therapeutic context of tetrabutylazanium

  • The potential of the tetrabutylammonium-induced liquid-liquid-phase separation in alkyl carboxylic acid vesicular solutions for the extraction of organic compounds prior to liquid chromatography was examined for the first time [27].
  • Prior to polymerization their solution binding properties vis-a-vis tetrabutylammonium benzoate in DMSO were investigated by 1H NMR, UV-vis and fluorescence monitored titrations [28].
  • Nucleotides and their derivatives were measured by ion-pair reversed-phase HPLC gradient elution with 10 mM ammonium phosphate buffer containing 2 mM tetrabutylammonium phosphate on ODS columns [29].
  • Cellular nucleotides were extracted by lysing cells in a hypotonic buffer containing an ion-pair reagent (tetrabutylammonium hydrogen-sulphate) to decrease enzymic degradation of nucleotides in combination with ultrafiltration of the cell lysate to remove compounds of higher molecular mass, for example enzymes [30].
  • The later reagent is useful because, in contrast to TBA, it is compatible with MALDI mass-spectrometric methods [31].


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