PMID- 16326101 OWN - NLM STAT- MEDLINE DCOM- 20060328 LR - 20051226 IS - 0960-894X (Print) IS - 0960-894X (Linking) VI - 16 IP - 3 DP - 2006 Feb TI - The design and synthesis of YC-1 analogues as probes for soluble guanylate cyclase. PG - 618-21 AB - 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 alpha-subunit of sGC. FAU - Hering, Kirk W AU - Hering KW AD - Department of Chemistry, University of Michigan, Ann Arbor, MI 48109-1055, USA. FAU - Artz, Jennifer D AU - Artz JD FAU - Pearson, William H AU - Pearson WH FAU - Marletta, Michael A AU - Marletta MA LA - eng PT - Journal Article DEP - 20051201 PL - England TA - Bioorg Med Chem Lett JT - Bioorganic & medicinal chemistry letters JID - 9107377 RN - 0 (Enzyme Activators) RN - 0 (Indazoles) RN - 0 (Platelet Aggregation Inhibitors) RN - 10028-17-8 (Tritium) RN - 154453-18-6 (3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole) RN - EC 4.6.1.2 (Guanylate Cyclase) SB - IM MH - Drug Design MH - Enzyme Activation/drug effects MH - Enzyme Activators/chemistry/pharmacology MH - Guanylate Cyclase/*chemistry/metabolism MH - Indazoles/*chemical synthesis/pharmacology MH - Molecular Structure MH - Platelet Aggregation Inhibitors/chemistry/pharmacology MH - Solubility MH - Tritium/chemistry EDAT- 2005/12/06 09:00 MHDA- 2006/03/29 09:00 CRDT- 2005/12/06 09:00 PHST- 2005/08/03 00:00 [received] PHST- 2005/10/14 00:00 [revised] PHST- 2005/10/14 00:00 [accepted] PHST- 2005/12/06 09:00 [pubmed] PHST- 2006/03/29 09:00 [medline] PHST- 2005/12/06 09:00 [entrez] AID - S0960-894X(05)01341-7 [pii] AID - 10.1016/j.bmcl.2005.10.093 [doi] PST - ppublish SO - Bioorg Med Chem Lett. 2006 Feb;16(3):618-21. doi: 10.1016/j.bmcl.2005.10.093. Epub 2005 Dec 1.