Cyanopyridoimidazole/1,2-Aminothiol Click Reaction: A Novel Bioorthogonal Reaction for Synthesis of Radiotracers.
Bioconjug Chem
; 35(1): 107-114, 2024 01 17.
Article
de En
| MEDLINE
| ID: mdl-38108270
ABSTRACT
We herein described the design and synthesis of the cyanopyridoimidazoles (CPIs) as new bioorthogonal click reagents toward 1,2-aminothiol groups. Kinetic and density functional theory-based studies of the synthetic compounds revealed that incorporating an electron-withdrawing substituent into the CPI scaffold lowers its lowest unoccupied molecular orbital energy, consequently increasing reactivity. Optimized CPI 8a showed rapid reactivity and high stability in physiological conditions and has been demonstrated to be suitable for various radiotracer synthetic methods. Based on the new bioorthogonal reaction, a [67Ga]Ga-labeled prostate-specific membrane antigen-targeted probe was successfully prepared for in vivo imaging of prostate cancer in an animal model.
Texte intégral:
1
Collection:
01-internacional
Base de données:
MEDLINE
Sujet principal:
Tumeurs de la prostate
Limites:
Animals
/
Humans
/
Male
Langue:
En
Journal:
Bioconjug Chem
Sujet du journal:
BIOQUIMICA
Année:
2024
Type de document:
Article
Pays d'affiliation:
Taïwan
Pays de publication:
États-Unis d'Amérique