Slow proton transfer from the hydrogen-labelled carboxylic acid side chain (Glu-165) of triosephosphate isomerase to imidazole buffer in D2O

2008 ◽  
Vol 6 (2) ◽  
pp. 391-396 ◽  
Author(s):  
AnnMarie C. O'Donoghue ◽  
Tina L. Amyes ◽  
John P. Richard
Keyword(s):  
Carboxylic Acid ◽  
Proton Transfer ◽  
Triosephosphate Isomerase ◽  
Side Chain

An enantiocontrolled synthesis of the masked taxol C-13 side chain, oxazoline carboxylic acid

1999 ◽  
Vol 40 (18) ◽  
pp. 3581-3582 ◽  
Author(s):  
Sung Ho Kang ◽  
Cheol Min Kim ◽  
Joo-Hack Youn
Keyword(s):  
Carboxylic Acid ◽  
Side Chain

Isolated complexes of the amino acid arginine with polyether and polyamine macrocycles, the role of proton transfer

2017 ◽  
Vol 19 (46) ◽  
pp. 31345-31351 ◽  
Author(s):  
Juan Ramón Avilés-Moreno ◽  
Giel Berden ◽  
Jos Oomens ◽  
Bruno Martínez-Haya
Keyword(s):  
Amino Acid ◽  
Carboxylic Acid ◽  
Proton Transfer ◽  
Acid Group ◽  
Side Group ◽  
Carboxylic Acid Group

Protonated arginine interacts with 12-crown-4 through the guanidinium side group. In the complex with the N-substituted analog cyclen, the dominant conformation is the result of the proton transfer from the carboxylic acid group of the amino acid to the macrocycle.

Synthesis of C-3 side-chain carboxylic acid cannabinoid derivatives

1985 ◽  
Vol 22 (3) ◽  
pp. 693-696 ◽  
Author(s):  
Ronald F. Borne ◽  
Scott C. Mauldin
Keyword(s):  
Carboxylic Acid ◽  
Side Chain

scholarly journals Synthesis and Cytotoxic Evaluation of Carboxylic Acid-Functionalized Indenoisoquinolines

2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1984978 ◽  
Author(s):  
Nguyen Tien Dung ◽  
Le Nhat Thuy Giang ◽  
Pham Hoai Thu ◽  
Ngo Hanh Thuong ◽  
Dang Thi Tuyet Anh ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Cancer Cells ◽  
Spectral Methods ◽  
Acid Group ◽  
Side Chain ◽  
Cytotoxic Activities ◽  
Side Chains ◽  
Carboxylic Acid Group ◽  
New Compounds

In order to find out the influence of carboxylic acid functionalities in the N-lactam side chains of indenoisoquinolines on cytotoxic activities, several new compounds have been synthesized and structurally characterized by analytical and spectral methods. The incorporation of a carboxylic acid group into the lactam side chain of indenoisoquinolines results in differences in cytotoxicity. The results indicated that compound 18c displayed substantial cytotoxic specificity toward KB and HepG2 cancer cells.

scholarly journals N-(5′-Phosphopyridoxyl)glutamic acid and N-(5′-phosphopyridoxyl)-2-oxopyrrolidine-5-carboxylic acid and their action on the apoenzyme of aspartate aminotransferase

1971 ◽  
Vol 124 (1) ◽  
pp. 99-106 ◽  
Author(s):  
R M. Khomutov ◽  
H B. F. Dixon ◽  
L V. Vdovina ◽  
M P. Kirpichnikov ◽  
Y V. Morozov ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Glutamic Acid ◽  
Aspartate Aminotransferase ◽  
Fluorescence Spectra ◽  
Pyridoxal Phosphate ◽  
Hydroxyl Group ◽  
Side Chain ◽  
Compound I ◽  
Compound Ii

1. N-(5′-Phosphopyridoxyl)-l-glutamic acid (P-Pxy-Glu, compound I) is readily converted at pH3 into a substance (P-Pxy-Glp, compound II) characterized as N-(5′-phosphopyridoxyl)-2-oxopyrrolidine-5-carboxylic acid. 2. The u.v., i.r. and fluorescence spectra of P-Pxy-Glu and P-Pxy-Glp have been determined; from the u.v. spectra their pK values have been found and compared. 3. The apoenzyme of aspartate aminotransferase is rapidly and irreversibly inactivated by P-Pxy-Glu, but is inactivated more slowly by P-Pxy-Glp. The complex with P-Pxy-Glp is stable enough to be isolated, but it is slowly reactivated in the presence of excess of pyridoxal phosphate. 4. The u.v. spectrum of the complex of apoenzyme and P-Pxy-Glp suggests that it contains a hydrogen bond between the phenolic hydroxyl group and the pyrrolidone nitrogen; this specifies the conformation of most of the molecule of P-Pxy-Glp. This conformation is similar to that previously postulated for the enzyme–glutamate complex except for the side chain of glutamate. Hence both the affinity of P-Pxy-Glp for the apoenzyme and the fact that it is more easily removed than P-Pxy-Glu are explicable.

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