Design, synthesis, and molecular modeling studies of 5'-deoxy-5'-ureidoadenosine: 5'-ureido group as multiple hydrogen bonding donor in the active site of S-adenosylhomocysteine hydrolase

Ting Wang; Hyun Joo Lee; Dilip K Tosh; Hea Ok Kim; Shantanu Pal; Sun Choi; Yoonji Lee; Hyung Ryong Moon; Long Xuan Zhao; Kang Man Lee; Lak Shin Jeong

doi:10.1016/j.bmcl.2007.06.013

Design, synthesis, and molecular modeling studies of 5'-deoxy-5'-ureidoadenosine: 5'-ureido group as multiple hydrogen bonding donor in the active site of S-adenosylhomocysteine hydrolase

Bioorg Med Chem Lett. 2007 Aug 15;17(16):4456-9. doi: 10.1016/j.bmcl.2007.06.013. Epub 2007 Jun 8.

Authors

Ting Wang¹, Hyun Joo Lee, Dilip K Tosh, Hea Ok Kim, Shantanu Pal, Sun Choi, Yoonji Lee, Hyung Ryong Moon, Long Xuan Zhao, Kang Man Lee, Lak Shin Jeong

Affiliation

¹ Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University, Seoul 120-750, Republic of Korea.

PMID: 17582766
DOI: 10.1016/j.bmcl.2007.06.013

Abstract

5'-Deoxy-5'-ureidoadenosine was designed and synthesized as a potent inhibitor of S-adenosylhomocysteine hydrolase (SAH), in which 5'-ureido group acted as multiple hydrogen bonding donor in binding with active site residues of SAH in the molecular modeling study.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Adenosylhomocysteinase / chemistry
Adenosylhomocysteinase / metabolism*
Binding Sites
Deoxyadenosines / chemical synthesis
Deoxyadenosines / chemistry*
Drug Design
Hydrogen Bonding
Models, Molecular
Molecular Structure
Structure-Activity Relationship

Substances

5'-deoxy-5'-ureidoadenosine
Deoxyadenosines
Adenosylhomocysteinase