RRC ID |
67847
|
著者 |
Fuchi Y, Murase H, Kai R, Kurata K, Karasawa S, Sasaki S.
|
タイトル |
Artificial Host Molecules to Covalently Capture 8-Nitro-cGMP in Neutral Aqueous Solutions and in Cells.
|
ジャーナル |
Bioconjug Chem
|
Abstract |
New 1,3-diazaphenoxazine derivatives (nitroG-Grasp-Guanidine, NGG) have been developed to covalently capture 8-nitro-cGMP in neutral aqueous solutions, which furnish a thiol reactive group to displace the 8-nitro group and a guanidine unit for interaction with the cyclic phosphate. The thiol group was introduced to the 1,3-diazaphenoxazine skeleton through a 2-aminobenzylthiol group (NGG-H) and its 4-methyl (NGG-pMe) and 6-methyl (NGG-oMe) substituted derivatives. The covalent adducts were formed between the NGG derivatives and 8-nitro-cGMP in neutral aqueous solutions. Among the NGG derivatives, the one with the 6-methyl group (NGG-oMe) exhibited the most efficient capture reaction. Furthermore, NGG-H showed a cell permeability into HEK-293 and RAW 264.7 cells and reduced the intracellular 8-nitro-cGMP level. The NGG derivatives developed in this study would become a valuable tool to study the intracellular role of 8-nitro-cGMP.
|
巻・号 |
32(2)
|
ページ |
385-393
|
公開日 |
2021-2-17
|
DOI |
10.1021/acs.bioconjchem.1c00012
|
PMID |
33529519
|
MeSH |
Animals
Cyclic GMP / analogs & derivatives*
Cyclic GMP / chemistry
Cyclic GMP / metabolism
HEK293 Cells
Humans
Mice
RAW 264.7 Cells
Spectrum Analysis / methods
Water
|
IF |
4.031
|
リソース情報 |
ヒト・動物細胞 |
RAW 264(RCB0535) |