8-Cyclopentadienyltricarbonyl 99mTc 8-Oxooctanoic Acid: A Novel Radiotracer for Evaluation of Medium Chain Fatty Acid Metabolism in the Liver

Byung Chul Lee; Yearn Seong Choe; Dae Yoon Chi; Jin Young Paik; Kyung Han Lee; Yong Choi; Byung Tae Kim

doi:10.1021/bc0341268

8-Cyclopentadienyltricarbonyl ^99mTc 8-Oxooctanoic Acid: A Novel Radiotracer for Evaluation of Medium Chain Fatty Acid Metabolism in the Liver

Byung Chul Lee, Yearn Seong Choe, Dae Yoon Chi, Jin Young Paik, Kyung Han Lee, Yong Choi, Byung Tae Kim

Department of Nuclear Medicine

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

19 Scopus citations

Abstract

8-Cyclopentadienyltricarbonyl ^99mTc 8-oxooctanoic acid ( ^99mTc-CpTTOA; 1a) was synthesized for evaluation of medium chain fatty acid metabolism in the liver. ^99mTc-CpTTOA was prepared in high radiochemical yield (50-63%) by a double ligand transfer reaction of methyl 8-ferrocenyl-8-oxooetanoate and Na^99mTcO₄ in the presence of CrCl₃ and Cr(CO)₆, followed by hydrolysis. This radiotracer was shown to be stable (>90% at 6 h) when incubated with human serum. Aqueous extraction of the radioactivity from the liver and blood samples of mice suggested that ^99mTc-CpTTOA was mainly metabolized via β-oxidation in the liver, and the radioactivity was retained longer in CCl₄-treated mice than in control mice, possibly due to impaired β-oxidation in the former. Planar images of rats injected with ^99mTc-CpTTOA showed accumulation of the radioactivity in the liver, kidneys, and bladder with rapid hepatic clearance as a function of time. Analysis of the metabolites from the liver and urine samples of rats further supported that ^99mTc-CpTTOA was metabolized to 4-cyclopentadienyltricarbonyl ^99mTc 4-oxobutanoic acid ( ^99mTc-CpTTBA; 1c) via β-oxidation. The results suggested that this radiotracer might be of valuable use in the evaluation of fatty acid metabolism in the liver.

Original language	English
Pages (from-to)	121-127
Number of pages	7
Journal	Bioconjugate Chemistry
Volume	15
Issue number	1
DOIs	https://doi.org/10.1021/bc0341268
State	Published - 2004

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@article{7a3347fd70954df4a5c90f00accdb66e,

title = "8-Cyclopentadienyltricarbonyl 99mTc 8-Oxooctanoic Acid: A Novel Radiotracer for Evaluation of Medium Chain Fatty Acid Metabolism in the Liver",

abstract = "8-Cyclopentadienyltricarbonyl 99mTc 8-oxooctanoic acid ( 99mTc-CpTTOA; 1a) was synthesized for evaluation of medium chain fatty acid metabolism in the liver. 99mTc-CpTTOA was prepared in high radiochemical yield (50-63\%) by a double ligand transfer reaction of methyl 8-ferrocenyl-8-oxooetanoate and Na99mTcO4 in the presence of CrCl3 and Cr(CO)6, followed by hydrolysis. This radiotracer was shown to be stable (>90\% at 6 h) when incubated with human serum. Aqueous extraction of the radioactivity from the liver and blood samples of mice suggested that 99mTc-CpTTOA was mainly metabolized via β-oxidation in the liver, and the radioactivity was retained longer in CCl4-treated mice than in control mice, possibly due to impaired β-oxidation in the former. Planar images of rats injected with 99mTc-CpTTOA showed accumulation of the radioactivity in the liver, kidneys, and bladder with rapid hepatic clearance as a function of time. Analysis of the metabolites from the liver and urine samples of rats further supported that 99mTc-CpTTOA was metabolized to 4-cyclopentadienyltricarbonyl 99mTc 4-oxobutanoic acid ( 99mTc-CpTTBA; 1c) via β-oxidation. The results suggested that this radiotracer might be of valuable use in the evaluation of fatty acid metabolism in the liver.",

author = "Lee, \{Byung Chul\} and Choe, \{Yearn Seong\} and Chi, \{Dae Yoon\} and Paik, \{Jin Young\} and Lee, \{Kyung Han\} and Yong Choi and Kim, \{Byung Tae\}",

year = "2004",

doi = "10.1021/bc0341268",

language = "English",

volume = "15",

pages = "121--127",

journal = "Bioconjugate Chemistry",

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TY - JOUR

T1 - 8-Cyclopentadienyltricarbonyl 99mTc 8-Oxooctanoic Acid

T2 - A Novel Radiotracer for Evaluation of Medium Chain Fatty Acid Metabolism in the Liver

AU - Lee, Byung Chul

AU - Choe, Yearn Seong

AU - Chi, Dae Yoon

AU - Paik, Jin Young

AU - Lee, Kyung Han

AU - Choi, Yong

AU - Kim, Byung Tae

PY - 2004

Y1 - 2004

N2 - 8-Cyclopentadienyltricarbonyl 99mTc 8-oxooctanoic acid ( 99mTc-CpTTOA; 1a) was synthesized for evaluation of medium chain fatty acid metabolism in the liver. 99mTc-CpTTOA was prepared in high radiochemical yield (50-63%) by a double ligand transfer reaction of methyl 8-ferrocenyl-8-oxooetanoate and Na99mTcO4 in the presence of CrCl3 and Cr(CO)6, followed by hydrolysis. This radiotracer was shown to be stable (>90% at 6 h) when incubated with human serum. Aqueous extraction of the radioactivity from the liver and blood samples of mice suggested that 99mTc-CpTTOA was mainly metabolized via β-oxidation in the liver, and the radioactivity was retained longer in CCl4-treated mice than in control mice, possibly due to impaired β-oxidation in the former. Planar images of rats injected with 99mTc-CpTTOA showed accumulation of the radioactivity in the liver, kidneys, and bladder with rapid hepatic clearance as a function of time. Analysis of the metabolites from the liver and urine samples of rats further supported that 99mTc-CpTTOA was metabolized to 4-cyclopentadienyltricarbonyl 99mTc 4-oxobutanoic acid ( 99mTc-CpTTBA; 1c) via β-oxidation. The results suggested that this radiotracer might be of valuable use in the evaluation of fatty acid metabolism in the liver.

AB - 8-Cyclopentadienyltricarbonyl 99mTc 8-oxooctanoic acid ( 99mTc-CpTTOA; 1a) was synthesized for evaluation of medium chain fatty acid metabolism in the liver. 99mTc-CpTTOA was prepared in high radiochemical yield (50-63%) by a double ligand transfer reaction of methyl 8-ferrocenyl-8-oxooetanoate and Na99mTcO4 in the presence of CrCl3 and Cr(CO)6, followed by hydrolysis. This radiotracer was shown to be stable (>90% at 6 h) when incubated with human serum. Aqueous extraction of the radioactivity from the liver and blood samples of mice suggested that 99mTc-CpTTOA was mainly metabolized via β-oxidation in the liver, and the radioactivity was retained longer in CCl4-treated mice than in control mice, possibly due to impaired β-oxidation in the former. Planar images of rats injected with 99mTc-CpTTOA showed accumulation of the radioactivity in the liver, kidneys, and bladder with rapid hepatic clearance as a function of time. Analysis of the metabolites from the liver and urine samples of rats further supported that 99mTc-CpTTOA was metabolized to 4-cyclopentadienyltricarbonyl 99mTc 4-oxobutanoic acid ( 99mTc-CpTTBA; 1c) via β-oxidation. The results suggested that this radiotracer might be of valuable use in the evaluation of fatty acid metabolism in the liver.

UR - https://www.scopus.com/pages/publications/0842285215

U2 - 10.1021/bc0341268

DO - 10.1021/bc0341268

M3 - Article

C2 - 14733591

AN - SCOPUS:0842285215

SN - 1043-1802

VL - 15

SP - 121

EP - 127

JO - Bioconjugate Chemistry

JF - Bioconjugate Chemistry

IS - 1

ER -

8-Cyclopentadienyltricarbonyl ^99mTc 8-Oxooctanoic Acid: A Novel Radiotracer for Evaluation of Medium Chain Fatty Acid Metabolism in the Liver

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