Syntheses of Gibberellins A15 and A24, the Key Metabolites in Gibberellin Biosynthesis

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F18%3A73591182" target="_blank" >RIV/61989592:15310/18:73591182 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.acs.org/doi/pdf/10.1021/acs.joc.8b00876" target="_blank" >https://pubs.acs.org/doi/pdf/10.1021/acs.joc.8b00876</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.joc.8b00876" target="_blank" >10.1021/acs.joc.8b00876</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Syntheses of Gibberellins A15 and A24, the Key Metabolites in Gibberellin Biosynthesis

Popis výsledku v původním jazyce

Gibberellins (GAs) are essential phytohormones involved in numerous aspects of plant growth and development. Notably, the biochemistry and genetics of GA biosynthesis which is associated with their endogenous regulation has been largely resolved, however, a crucial unsolved question remains: the precise mechanism of the stepwise oxidation and subsequent removal of C-20 from C20-precursors leading to bioactive C19 gibberellins is still unresolved. In order to satisfy numerous requests from biologists, practical preparations of certain GAs that were isolated in miniscule quantities are highly demanded. Herein we report the first practical syntheses of GA15 and GA24, the key C20 metabolites in gibberellin biosynthesis, from commercially available GA3. The protocols are robust and offer the capacity to produce GA24 and GA15 under gram scales in high overall yields and thus aid in further biological and related studies.

Název v anglickém jazyce

Syntheses of Gibberellins A15 and A24, the Key Metabolites in Gibberellin Biosynthesis

Popis výsledku anglicky

Gibberellins (GAs) are essential phytohormones involved in numerous aspects of plant growth and development. Notably, the biochemistry and genetics of GA biosynthesis which is associated with their endogenous regulation has been largely resolved, however, a crucial unsolved question remains: the precise mechanism of the stepwise oxidation and subsequent removal of C-20 from C20-precursors leading to bioactive C19 gibberellins is still unresolved. In order to satisfy numerous requests from biologists, practical preparations of certain GAs that were isolated in miniscule quantities are highly demanded. Herein we report the first practical syntheses of GA15 and GA24, the key C20 metabolites in gibberellin biosynthesis, from commercially available GA3. The protocols are robust and offer the capacity to produce GA24 and GA15 under gram scales in high overall yields and thus aid in further biological and related studies.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

N - Vyzkumna aktivita podporovana z neverejnych zdroju

Rok uplatnění

2018

Kód důvěrnosti údajů

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

Název periodika

JOURNAL OF ORGANIC CHEMISTRY

ISSN

0022-3263

e-ISSN

—

Svazek periodika

83

Číslo periodika v rámci svazku

12

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

7

Strana od-do

6566-6572

Kód UT WoS článku

000445712900029

EID výsledku v databázi Scopus

2-s2.0-85047474167