Synthesis of a technetium-99m-labeled thymidine analog: A potential HSV1-TK substrate for non-invasive reporter gene expression imaging

Yi Zhang; Xiaoman Dai; David F. Kallmes; Dongfeng Pan

doi:10.1016/j.tetlet.2004.09.145

Synthesis of a technetium-99m-labeled thymidine analog: A potential HSV1-TK substrate for non-invasive reporter gene expression imaging

Yi Zhang
, Xiaoman Dai
, David F. Kallmes
, Dongfeng Pan

Radiology

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

15 Scopus citations

Abstract

{2-[5-(2′-Fluoro-2′-deoxyuridin-5-yl)pent-4(E)-enyl] [2-(2-mercaptoethyl)aminoethyl]aminoethanethiolato(3)-N,N′,S,S′} oxo-[ ^99mTc]technetium(V), a potential viral thymidine kinase substrate, was synthesized by coupling 2′-fluoro-2′-deoxyuridine analog with a N2S2 radiometal chelator, followed by [Tc-99m]technetium conjugation. The chemical structure of the radioactive probe was characterized by ¹H NMR and high resolution MS using Re-188 conjugated mimics. The radiochemical purity and yield were identified as 98% and 42%, respectively.

Original language	English (US)
Pages (from-to)	8673-8676
Number of pages	4
Journal	Tetrahedron Letters
Volume	45
Issue number	47
DOIs	https://doi.org/10.1016/j.tetlet.2004.09.145
State	Published - Nov 15 2004

Keywords

FTcAU
Nuclear imaging
Reporter probe
TK substrate

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2004.09.145

Cite this

@article{99184eea760a48a0afc8cf001a1b4e31,

title = "Synthesis of a technetium-99m-labeled thymidine analog: A potential HSV1-TK substrate for non-invasive reporter gene expression imaging",

abstract = "\{2-[5-(2′-Fluoro-2′-deoxyuridin-5-yl)pent-4(E)-enyl] [2-(2-mercaptoethyl)aminoethyl]aminoethanethiolato(3)-N,N′,S,S′\} oxo-[ 99mTc]technetium(V), a potential viral thymidine kinase substrate, was synthesized by coupling 2′-fluoro-2′-deoxyuridine analog with a N2S2 radiometal chelator, followed by [Tc-99m]technetium conjugation. The chemical structure of the radioactive probe was characterized by 1H NMR and high resolution MS using Re-188 conjugated mimics. The radiochemical purity and yield were identified as 98\% and 42\%, respectively.",

keywords = "FTcAU, Nuclear imaging, Reporter probe, TK substrate",

author = "Yi Zhang and Xiaoman Dai and Kallmes, \{David F.\} and Dongfeng Pan",

note = "Funding Information: This work was supported in part by grants from the Nihon Medi-Physics Co. Ltd (NMP) and the Department of Radiology, University of Virginia.",

year = "2004",

month = nov,

day = "15",

doi = "10.1016/j.tetlet.2004.09.145",

language = "English (US)",

volume = "45",

pages = "8673--8676",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "47",

}

TY - JOUR

T1 - Synthesis of a technetium-99m-labeled thymidine analog

T2 - A potential HSV1-TK substrate for non-invasive reporter gene expression imaging

AU - Zhang, Yi

AU - Dai, Xiaoman

AU - Kallmes, David F.

AU - Pan, Dongfeng

N1 - Funding Information: This work was supported in part by grants from the Nihon Medi-Physics Co. Ltd (NMP) and the Department of Radiology, University of Virginia.

PY - 2004/11/15

Y1 - 2004/11/15

N2 - {2-[5-(2′-Fluoro-2′-deoxyuridin-5-yl)pent-4(E)-enyl] [2-(2-mercaptoethyl)aminoethyl]aminoethanethiolato(3)-N,N′,S,S′} oxo-[ 99mTc]technetium(V), a potential viral thymidine kinase substrate, was synthesized by coupling 2′-fluoro-2′-deoxyuridine analog with a N2S2 radiometal chelator, followed by [Tc-99m]technetium conjugation. The chemical structure of the radioactive probe was characterized by 1H NMR and high resolution MS using Re-188 conjugated mimics. The radiochemical purity and yield were identified as 98% and 42%, respectively.

AB - {2-[5-(2′-Fluoro-2′-deoxyuridin-5-yl)pent-4(E)-enyl] [2-(2-mercaptoethyl)aminoethyl]aminoethanethiolato(3)-N,N′,S,S′} oxo-[ 99mTc]technetium(V), a potential viral thymidine kinase substrate, was synthesized by coupling 2′-fluoro-2′-deoxyuridine analog with a N2S2 radiometal chelator, followed by [Tc-99m]technetium conjugation. The chemical structure of the radioactive probe was characterized by 1H NMR and high resolution MS using Re-188 conjugated mimics. The radiochemical purity and yield were identified as 98% and 42%, respectively.

KW - FTcAU

KW - Nuclear imaging

KW - Reporter probe

KW - TK substrate

UR - https://www.scopus.com/pages/publications/7044253338

UR - https://www.scopus.com/pages/publications/7044253338#tab=citedBy

U2 - 10.1016/j.tetlet.2004.09.145

DO - 10.1016/j.tetlet.2004.09.145

M3 - Article

AN - SCOPUS:7044253338

SN - 0040-4039

VL - 45

SP - 8673

EP - 8676

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 47

ER -

Synthesis of a technetium-99m-labeled thymidine analog: A potential HSV1-TK substrate for non-invasive reporter gene expression imaging

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this