33876-18-5Relevant academic research and scientific papers
Synthesis of an Enantipure Tetrazole-Based Homochiral CuI,II-MOF for Enantioselective Separation
Liu, Juan,Wang, Fei,Ding, Qing-Rong,Zhang, Jian
, p. 12520 - 12522 (2016)
An enantipure (1S)-1-(5-tetrazolyl)ethylamine (5-eatz) ligand was first employed to construct a homochiral porous metal-organic framework, {[CuI2CuII(5-eatz)2(CN-)(H2O)]+[NO3-]}·[DMF] (1), with unusual ligand-unsupported Cu···Cu interactions. Such a compound shows high stability in water and common organic solvents. Remarkably, it has high enantioselectivity toward (R,S)-1-phenylethanol and (R,S)-1-phenylpropanol with enantiomeric excess values of up to 42% and 48%, respectively.
C-terminal 1-aminoethyltetrazole-containing oligopeptides as novel alanine racemase inhibitors
Anderson, Rosaleen J.,Gray, Mark,Kondacs, Laszlo A.,Marrs, Emma C. L.,Orenga, Sylvain,Perry, John D.
, (2020/03/19)
In clinical culture media inoculated with patient samples, selective inhibition of commensal bacteria is essential for accurate diagnosis and effective treatment, as they can mask the presence of pathogenic bacteria. The alanine analogue, 1-aminoethyltetr
ANTIBACTERIAL COMPOUND AND USES OF SAME
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Paragraph 0052, (2020/09/15)
A new compound exhibiting particularly advantageous antibacterial properties, and having the structural formula: L-pyroglutamyl-L-1-aminoethyltetrazole (or N-(1-(1H-tetrazol-5-yl)ethyl)-5-oxopyrrolidine-2-carboxamide). Also, the use of this compound in mi
Interpenetrated Three-Dimensional Copper-Iodine Cluster-Based Framework with Enantiopure Porphyrin-like Templates
Liu, Juan,Wang, Fei,Liu, Li-Yang,Zhang, Jian
supporting information, p. 1358 - 1360 (2016/02/27)
Presented here is an interpenetrated three-dimensional copper-iodine cluster-based framework with dia topology based on two different kinds of Cu4I4 subunits that is templated by an enantiopure porphyrin-like CuI(5-eatz)s
Direct asymmetric intermolecular aldol reactions catalyzed by amino acids and small peptides
Cordova, Armando,Zou, Weibiao,Dziedzic, Pawel,Ibrahem, Ismail,Reyes, Efraim,Xu, Yongmei
, p. 5383 - 5397 (2008/02/13)
In nature there are at least nineteen different acyclic amino acids that act as the building blocks of poly-peptides and proteins with different functions. Here we report that α-amino acids, β-amino acids, and chiral amines containing primary amine functions catalyze direct asymmetric intermolecular aldol reactions with high enantio-selectivities. Moreover, the amino acids can be combined into highly modular natural and unusual small peptides that also catalyze direct asymmetric intermolecular aldol reactions with high stereoselectivities, to furnish the corre sponding aldol products with up to > 99% ee. Simple amino acids and small peptides can thus catalyze asymmetric aldol reactions with stereoselectivities matching those of natural enzymes that have evolved over billions of years. A small amount of water accelerates the asymmetric aldol reactions catalyzed by amino acids and small peptides, and also increases their stereoselectivities. Notably, small peptides and amino acid tetrazoles were able to catalyze direct asymmetric aldol reactions with high enantioselectivities in water, while the parent amino acids, in stark contrast, furnished nearly racemic products. These results suggest that the prebiotic oligomerization of amino acids to peptides may plausibly have been a link in the evolution of the homochirality of sugars. The mechanism and stereochemistry of the reactions are also discussed.
Acyclic chiral amines and amino acids as inexpensive and readily tunable catalysts for the direct asymmetric three-component Mannich reaction
Ibrahem, Ismail,Zou, Weibiao,Engqvist, Magnus,Xu, Yongmei,Cordova, Armando
, p. 7024 - 7029 (2007/10/03)
The direct three-component asymmetric Mannich reaction catalyzed by acyclic chiral amines or amino acids is presented. Simple acyclic chiral amines and amino acids - such as alanine-tetrazole (9), alanine, valine, and serine - catalyzed the three-componen
Acyclic amino acid-catalyzed direct asymmetric aldol reactions: Alanine, the simplest stereoselective organocatalyst
Cordova, Armando,Zou, Weibiao,Ibrahem, Ismail,Reyes, Efraim,Engqvist, Magnus,Liao, Wei-Wei
, p. 3586 - 3588 (2007/10/03)
The linear amino acid-catalyzed direct asymmetric intermolecular aldol reaction is presented; simple amino acids such as alanine, valine, isoleucine, aspartate, alanine tetrazole 3 and serine catalyzed the direct catalytic asymmetric intermolecular aldol
