Improved synthesis of an ergothioneine PET radioligand for imaging oxidative stress in Alzheimer's disease.
FEBS Lett
; 596(10): 1279-1289, 2022 05.
Article
in En
| MEDLINE
| ID: mdl-35100442
ABSTRACT
L-ergothioneine (ERGO) is a potent antioxidant with cytoprotective effects. To study ERGO biodistribution and detect oxidative stress in vivo, we report an efficient and reproducible preparation of [11 C]-labeled ERGO PET radioligand based on protecting the histidine carboxylic group with a methyl ester. Overall, this new protection approach using methyl ester improved the chemical yield of a 4-step reaction from 14% to 24% compared to the previous report using t-butyl ester. The [11 C]CH3 methylation of the precursor provided the desired product with 55 ± 10% radiochemical purity and a molar activity of 450 ± 200 TBq·mmol-1 . The [11 C]ERGO radioligand was able to detect threshold levels of oxidative stress in a preclinical animal model of Alzheimer's disease.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Ergothioneine
/
Alzheimer Disease
Limits:
Animals
Language:
En
Journal:
FEBS Lett
Year:
2022
Document type:
Article
Affiliation country:
United States