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

11 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",

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}

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

N2 - 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.

AB - 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.

KW - 5′-Ureidoadenosine

KW - Multiple hydrogen bonding donor

KW - S-Adenosylhomocysteine hydrolase

UR - https://www.scopus.com/pages/publications/34447302305

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DO - 10.1016/j.bmcl.2007.06.013

M3 - Article

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AN - SCOPUS:34447302305

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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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