Chiral secondary amino acids, their importance, and methods of analysis

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60077344%3A_____%2F22%3A00555383" target="_blank" >RIV/60077344:_____/22:00555383 - isvavai.cz</a>

Výsledek na webu

<a href="https://link.springer.com/content/pdf/10.1007/s00726-022-03136-6.pdf" target="_blank" >https://link.springer.com/content/pdf/10.1007/s00726-022-03136-6.pdf</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s00726-022-03136-6" target="_blank" >10.1007/s00726-022-03136-6</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Chiral secondary amino acids, their importance, and methods of analysis

Popis výsledku v původním jazyce

Naturally occurring secondary amino acids, with proline as the main representative, contain an alpha-imino group in a cycle that is typically four-, five-, and six-membered. The unique ring structure exhibits exceptional properties—conformational rigidity, chemical stability, and specific roles in protein structure and folding. Many proline analogues have been used as valuable compounds for the study of metabolism of both prokaryotic and eukaryotic cells and for the synthesis of compounds with desired biological, pharmaceutical, or industrial properties. The d-forms of secondary amino acids play different roles in living organisms than the l-forms. They have different metabolic pathways, biological, physiological, and pharmacological effects, they can be indicators of changes and also serve as biomarkers of diseases. In the scientific literature, the number of articles examining d-amino acids in biological samples is increasing. The review summarises information on the occurrence and importance of d- and l-secondary amino acids—azetidic acid, proline, hydroxyprolines, pipecolic, nipecotic, hydroxypipecolic acids and related peptides containing these d-AAs, as well as the main analytical methods (mostly chromatographic) used for their enantiomeric determination in different matrices (biological samples, plants, food, water, and soil).

Název v anglickém jazyce

Chiral secondary amino acids, their importance, and methods of analysis

Popis výsledku anglicky

Naturally occurring secondary amino acids, with proline as the main representative, contain an alpha-imino group in a cycle that is typically four-, five-, and six-membered. The unique ring structure exhibits exceptional properties—conformational rigidity, chemical stability, and specific roles in protein structure and folding. Many proline analogues have been used as valuable compounds for the study of metabolism of both prokaryotic and eukaryotic cells and for the synthesis of compounds with desired biological, pharmaceutical, or industrial properties. The d-forms of secondary amino acids play different roles in living organisms than the l-forms. They have different metabolic pathways, biological, physiological, and pharmacological effects, they can be indicators of changes and also serve as biomarkers of diseases. In the scientific literature, the number of articles examining d-amino acids in biological samples is increasing. The review summarises information on the occurrence and importance of d- and l-secondary amino acids—azetidic acid, proline, hydroxyprolines, pipecolic, nipecotic, hydroxypipecolic acids and related peptides containing these d-AAs, as well as the main analytical methods (mostly chromatographic) used for their enantiomeric determination in different matrices (biological samples, plants, food, water, and soil).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2022

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Amino Acids

ISSN

0939-4451

e-ISSN

1438-2199

Svazek periodika

54

Číslo periodika v rámci svazku

5

Stát vydavatele periodika

AT - Rakouská republika

Počet stran výsledku

33

Strana od-do

687-719

Kód UT WoS článku

000759341900001

EID výsledku v databázi Scopus

2-s2.0-85125098858