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

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

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

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.

Original language	English
Pages (from-to)	4456-4459
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	17
Issue number	16
DOIs	https://doi.org/10.1016/j.bmcl.2007.06.013
State	Published - 15 Aug 2007

Bibliographical note

Funding Information:
This work was supported by grants from the Korea Research Foundation (KRF-2005-005-J01502) and the National Core Research Center (NCRC) program (No. R15-2006-020) of the Ministry of Science and Technology (MOST) and the Korea Science and Engineering Foundation (KOSEF) through the Center for Cell Signaling & Drug Discovery Research at Ewha Womans University.

Keywords

5′-Ureidoadenosine
Multiple hydrogen bonding donor
S-Adenosylhomocysteine hydrolase

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10.1016/j.bmcl.2007.06.013

Cite this

Wang, T., Lee, H. J., Tosh, D. K., Kim, H. O., Pal, S., Choi, S., Lee, Y., Moon, H. R., Zhao, L. X., Lee, K. M., & Jeong, L. S. (2007). 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. Bioorganic and Medicinal Chemistry Letters, 17(16), 4456-4459. https://doi.org/10.1016/j.bmcl.2007.06.013

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title = "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",

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.",

keywords = "5′-Ureidoadenosine, Multiple hydrogen bonding donor, S-Adenosylhomocysteine hydrolase",

author = "Ting Wang and Lee, {Hyun Joo} and Tosh, {Dilip K.} and Kim, {Hea Ok} and Shantanu Pal and Sun Choi and Yoonji Lee and Moon, {Hyung Ryong} and Zhao, {Long Xuan} and Lee, {Kang Man} and Jeong, {Lak Shin}",

note = "Funding Information: This work was supported by grants from the Korea Research Foundation (KRF-2005-005-J01502) and the National Core Research Center (NCRC) program (No. R15-2006-020) of the Ministry of Science and Technology (MOST) and the Korea Science and Engineering Foundation (KOSEF) through the Center for Cell Signaling & Drug Discovery Research at Ewha Womans University.",

year = "2007",

month = aug,

day = "15",

doi = "10.1016/j.bmcl.2007.06.013",

language = "English",

volume = "17",

pages = "4456--4459",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd.",

number = "16",

}

Wang, T, Lee, HJ, Tosh, DK, Kim, HO, Pal, S, Choi, S, Lee, Y, Moon, HR, Zhao, LX, Lee, KM & Jeong, LS 2007, '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', Bioorganic and Medicinal Chemistry Letters, vol. 17, no. 16, pp. 4456-4459. https://doi.org/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. / Wang, Ting; Lee, Hyun Joo; Tosh, Dilip K. et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 17, No. 16, 15.08.2007, p. 4456-4459.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Design, synthesis, and molecular modeling studies of 5′-deoxy-5′-ureidoadenosine

T2 - 5′-ureido group as multiple hydrogen bonding donor in the active site of S-adenosylhomocysteine hydrolase

AU - Wang, Ting

AU - Lee, Hyun Joo

AU - Tosh, Dilip K.

AU - Kim, Hea Ok

AU - Pal, Shantanu

AU - Choi, Sun

AU - Lee, Yoonji

AU - Moon, Hyung Ryong

AU - Zhao, Long Xuan

AU - Lee, Kang Man

AU - Jeong, Lak Shin

N1 - Funding Information: This work was supported by grants from the Korea Research Foundation (KRF-2005-005-J01502) and the National Core Research Center (NCRC) program (No. R15-2006-020) of the Ministry of Science and Technology (MOST) and the Korea Science and Engineering Foundation (KOSEF) through the Center for Cell Signaling & Drug Discovery Research at Ewha Womans University.

PY - 2007/8/15

Y1 - 2007/8/15

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KW - 5′-Ureidoadenosine

KW - Multiple hydrogen bonding donor

KW - S-Adenosylhomocysteine hydrolase

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ER -

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

Abstract

Bibliographical note

Keywords

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