The Role of Hydrogen Bond Acceptor Groups in the Interaction of Substrates with Pdr5p, a Major Yeast Drug Transporter†

Biochemistry ◽  
2005 ◽  
Vol 44 (28) ◽  
pp. 9703-9713 ◽  
Author(s):  
Leanne Hanson ◽  
Leopold May ◽  
Pamela Tuma ◽  
James Keeven ◽  
Patrick Mehl ◽  
...  
1998 ◽  
Vol 279 (5) ◽  
pp. 1123-1136 ◽  
Author(s):  
Ben Luisi ◽  
Modesto Orozco ◽  
Jiri Sponer ◽  
Francisco J Luque ◽  
Zippora Shakked

2020 ◽  
Vol 22 (6) ◽  
pp. 3545-3562 ◽  
Author(s):  
Prakash Kumar Malik ◽  
Madhusmita Tripathy ◽  
Aravind Babu Kajjam ◽  
Sabita Patel

Solute–solvent H-bonding in binary solvent mixtures may increase the local concentration at specific sites resulting in location specific preferential solvation.


Environments ◽  
2021 ◽  
Vol 8 (9) ◽  
pp. 90
Author(s):  
Aggeliki Alibade ◽  
Achillia Lakka ◽  
Eleni Bozinou ◽  
Stavros I. Lalas ◽  
Arhontoula Chatzilazarou ◽  
...  

In this examination, two glycerol-based deep eutectic solvents (DESs) were tested for their efficiency in the recovery of antioxidant polyphenols and anthocyanin pigments from red grape pomace (RGP). The two DESs synthesized had sodium acetate and sodium benzoate as hydrogen bond acceptors, to test the role of the hydrogen bond acceptor polarity on the extraction performance. Furthermore, the process was enhanced by an ultrasonication pretreatment stage. After initial testing with respect to water content, ultrasonication power and liquid-to-solid ratio, the DES composed of glycerol and sodium benzoate (GL-SBz) was shown to be significantly more efficient than the one made of glycerol and sodium acetate (GL-SAc). Further optimization of the extraction with regard to time and temperature demonstrated GL-SBz to be a highly effective solvent for the production of RGP extracts rich in polyphenols including gallic acid, catechin and quercetin, and pigments including malvidin 3-O-glucoside p-coumarate and malvidin 3-O-glucoside. The extracts produced also had significantly higher antiradical activity and reducing power compared to those generated with aqueous ethanol or water. From this study, evidence emerged regarding the role of the hydrogen bond acceptor nature in the extraction efficiency of polyphenols. The process developed is proposed as a green, high-performing methodology for the production of RGP extracts with enhanced polyphenolic content and antioxidant activity.


2011 ◽  
Vol 50 (6) ◽  
pp. 2599-2605 ◽  
Author(s):  
Lori A. Watson ◽  
Benjamin P. Hay

1981 ◽  
Vol 195 (3) ◽  
pp. 639-644 ◽  
Author(s):  
E Bause ◽  
G Legler

The catalytical role of the hydroxy amino acid in the “marker sequence” Asn-Xaa-Thr(Ser) for the N-glycosylation step of glycoprotein formation was investigated by using a series of hexapeptides derived from Tyr-Asn-Gly-Xaa-Ser-Val by substituting threonine, serine, cysteine, valine and O-methylthreonine respectively for Xaa. The results, which were obtained with calf liver microsomal fractions as enzyme source and dolichyl diphosphate di-N-acetyl [14C] chitobiose as glycosyl donor showed that the threonine-, serine- and cysteine-containing derivatives could be glycosylated, although at very different rates, whereas the valine and O-methylthreonine analogues did not work as glycosyl acceptors. Replacement of threonine by serine resulted in a 4-fold decrease in Vmax, and about a 10-fold increase in Km for glycosyl transfer. Replacement of serine by cysteine again decreased acceptor activity 2-3-fold. The various results, taken together, indicate an absolute requirement for a hydrogen-bond-donor function in the side chain of the hydroxy amino acid of the “marker sequence” and furthermore, point to a considerable influence of the structure of this amino acid on binding as well as on the glycosyl transfer itself. In order to explain the observed differences in the glycosyl-transfer rates, a model is proposed with a hydrogen-bond interaction between the amide of asparagine as the hydrogen-bond donor and the oxygen of the hydroxy group of the hydroxy amino acid as the hydrogen-bond acceptor. The participation of the hydroxy group in the catalytic mechanism of glycosyl transfer in the kind of proton-relay system is discussed.


1999 ◽  
Vol 64 (10) ◽  
pp. 1583-1593 ◽  
Author(s):  
Norma Sbarbati Nudelman ◽  
Cecilia E. Silvana Alvaro ◽  
Monica Savini ◽  
Viviana Nicotra ◽  
Jeannette Yankelevich

The kinetics of reactions of 1-chloro-2,4-dinitrobenzene with aniline and several substituted aromatic amines, B, in toluene shows a quadratic dependence of the second-order rate constant, kA, on [B], which is preserved even in the presence of increasing amounts of dimethylaniline, while the reaction with N-methylaniline shows a linear dependence of kA vs [B]. All these results are interpreted by the "dimer nucleophile" mechanism, and confirmed by the effects of a non-nucleophilic hydrogen bond acceptor tertiary amine which show the relevance of the structure of the nucleophile and the role of mixed aggregates in defining the mechanisms of aromatic nucleophilic substitutions with amines in aprotic solvents.


2010 ◽  
Vol 114 (5) ◽  
pp. 2083-2089 ◽  
Author(s):  
Fabio Sterpone ◽  
Guillaume Stirnemann ◽  
James T. Hynes ◽  
Damien Laage

2019 ◽  
Vol 281 ◽  
pp. 423-430 ◽  
Author(s):  
Matteo Tiecco ◽  
Federico Cappellini ◽  
Francesco Nicoletti ◽  
Tiziana Del Giacco ◽  
Raimondo Germani ◽  
...  

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