The design and synthesis of YC-1 analogues as probes for soluble guanylate cyclase

Soluble guanylate cyclase (sGC) is highly activated in the presence of both YC-1 (1-benzyl-3-(5′-hydroxymethyl-2′-furyl)-indazole) and CO. In this report, the design, synthesis, and activity (i.e., sGC activation) of photolabile analogues of 3-(5′-hydroxymethyl-2′-furyl)-1-benzylindazole (YC-1) are...

Full description

Saved in:
Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2006-02, Vol.16 (3), p.618-621
Main Authors: Hering, Kirk W., Artz, Jennifer D., Pearson, William H., Marletta, Michael A.
Format: Article
Language:English
Subjects:
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Drug Design
Enzyme Activation - drug effects
Enzyme Activators - chemistry
Enzyme Activators - pharmacology
Enzymes and enzyme inhibitors
Fundamental and applied biological sciences. Psychology
Guanylate Cyclase - chemistry
Guanylate Cyclase - metabolism
Indazoles - chemical synthesis
Indazoles - pharmacology
Lyases
Molecular Structure
Nitric oxide
Platelet Aggregation Inhibitors - chemistry
Platelet Aggregation Inhibitors - pharmacology
Solubility
Soluble guanylate cyclase
Tritium - chemistry
YC-1
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Soluble guanylate cyclase (sGC) is highly activated in the presence of both YC-1 (1-benzyl-3-(5′-hydroxymethyl-2′-furyl)-indazole) and CO. In this report, the design, synthesis, and activity (i.e., sGC activation) of photolabile analogues of 3-(5′-hydroxymethyl-2′-furyl)-1-benzylindazole (YC-1) are presented. Initial results with 6-azido-3-(5′-hydroxymethyl-2′-furyl)-1-benzylindazole led to the synthesis of a tritium-labeled analogue. When photoactivated, this analogue labeled the α-subunit of sGC.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2005.10.093