The functional capacity of the natural amino acids for molecular recognition

2010 ◽  
Vol 6 (7) ◽  
pp. 1186 ◽  
Author(s):  
Sara Birtalan ◽  
Robert D. Fisher ◽  
Sachdev S. Sidhu
Keyword(s):  
Amino Acids ◽  
Molecular Recognition ◽  
Functional Capacity ◽  
Natural Amino Acids

scholarly journals Synthesis and Evaluation of Novel Iminosugars Prepared from Natural Amino Acids

Molecules ◽  
2021 ◽  
Vol 26 (2) ◽  
pp. 394
Author(s):  
Alejandro Puet ◽  
Gema Domínguez ◽  
Francisco Javier Cañada ◽  
Javier Pérez-Castells
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Molecular Recognition ◽  
Inhibitory Activity ◽  
Inhibition Activity ◽  
Ring Closing Metathesis ◽  
Stereogenic Centers ◽  
Activity Enhancement ◽  
Natural Amino Acids

Cyclopropanated iminosugars have a locked conformation that may enhance the inhibitory activity and selectivity against different glycosidases. We show the synthesis of new cyclopropane-containing piperidines bearing five stereogenic centers from natural amino acids l-serine and l-alanine. Those prepared from the latter amino acid may mimic l-fucose, a natural-occurring monosaccharide involved in many molecular recognition events. Final compounds prepared from l-serine bear S configurations on the C5 position. The synthesis involved a stereoselective cyclopropanation reaction of an α,β-unsaturated piperidone, which was prepared through a ring-closing metathesis. The final compounds were tested as possible inhibitors of different glycosidases. The results, although, in general, with low inhibition activity, showed selectivity, depending on the compound and enzyme, and in some cases, an unexpected activity enhancement was observed.

Synthesis and characteristics of ethylenediamine-N,N'-di-S-α-isovalerate and isomers of its cobalt(III) complexes

1982 ◽  
Vol 47 (1) ◽  
pp. 210-216 ◽  
Author(s):  
Milan Strašák ◽  
František Bachratý ◽  
Jaroslav Majer
Keyword(s):  
Amino Acids ◽  
Absolute Configuration ◽  
Electronic Absorption ◽  
Electronic Absorption Spectra ◽  
Chemical Parameters ◽  
Methyl Group ◽  
Nmr Data ◽  
Physico Chemical ◽  
Natural Amino Acids ◽  
C Nmr

The synthesis and physico-chemical parameters are described of a new complexone based on natural amino acids, viz. ethylenediamine-N,N'-di-S-α-isovalerate (SS-EDDIV). 1H- and 13C-NMR data revealed that the methyl group in the substance are not equivalent. The isomers of the cobalt(III) complex with the asymmetric tetradentate SS-EDDIV ligand were prepared and separated; their characteristics are given. The absolute configuration of two of the five theoretically feasible isomers was determined based on their electronic absorption spectra and circular dichroism data.

Biomimetic synthesis of esters of natural amino acids

2008 ◽  
Vol 19 (3) ◽  
pp. 252-255 ◽  
Author(s):  
Ivan T. Devedjiev ◽  
Stanislav G. Bairyamov ◽  
Vladimira S. Videva
Keyword(s):  
Amino Acids ◽  
Biomimetic Synthesis ◽  
Natural Amino Acids
Sign in / Sign up

Export Citation Format

Share Document