Synthesis and Preliminary Evaluation of 68Ga-NOTA-Biphenyl-c(RGDyK) for the Quantification of Integrin αvβ3

Un Chul Shin, Ki Hye Jung, Ji Ae Park, Ji Woong Lee, Jung Young Kim, Jongbum Seo, Kyo Chul Lee, Jae Yong Choi

Research output: Contribution to journalArticle

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Abstract

Arginine-glycine-aspartate (RGD) peptide binds to the integrin αvβ3, which plays a crucial role in tumor angiogenesis and metastasis. Previously developed 68Ga-labeled cyclic RGD peptides are rapidly excreted from the circulatory system. In the present study, we developed a 68Ga-labeled cyclic RGD peptide with a biphenyl group between the chelator and RGD peptide, i.e., 68Ga-NOTA-biphenyl-c(RGDyK). Then, we performed the comparison with the reference compound, i.e., 68Ga-NOTA-c(RGDyK). 68Ga-NOTA-biphenyl-c(RGDyK) was 37% less hydrophilic than 68Ga-NOTA-c(RGDyK). For positron emission tomography imaging, 68Ga-NOTA-biphenyl-c(RGDyK) had a longer retention time and showed a higher signal-to-noise ratio in tumors than 68Ga-NOTA-c(RGDyK). However, the biphenyl-radiopeptide displayed the relatively high non-specific binding. From these perspectives, incorporation of the biphenyl group to the RGD generates pros and cons.

Original languageEnglish
Pages (from-to)1415-1418
Number of pages4
JournalBulletin of the Korean Chemical Society
Volume38
Issue number12
DOIs
Publication statusPublished - 2017 Dec 1

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Integrins
Tumors
Positron emission tomography
Chelating Agents
Aspartic Acid
Glycine
Arginine
diphenyl
1,4,7-triazacyclononane-N,N',N''-triacetic acid
Signal to noise ratio
Imaging techniques
arginyl-glycyl-aspartic acid
gallium-68 1,4,7-triazacyclononane-1,4,7-triacetic acid-cyclic Arg-Gly-Asp-Tyr-Lys
cyclic arginine-glycine-aspartic acid peptide
Cyclic Peptides

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Shin, Un Chul ; Jung, Ki Hye ; Park, Ji Ae ; Lee, Ji Woong ; Kim, Jung Young ; Seo, Jongbum ; Lee, Kyo Chul ; Choi, Jae Yong. / Synthesis and Preliminary Evaluation of 68Ga-NOTA-Biphenyl-c(RGDyK) for the Quantification of Integrin αvβ3 In: Bulletin of the Korean Chemical Society. 2017 ; Vol. 38, No. 12. pp. 1415-1418.
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abstract = "Arginine-glycine-aspartate (RGD) peptide binds to the integrin αvβ3, which plays a crucial role in tumor angiogenesis and metastasis. Previously developed 68Ga-labeled cyclic RGD peptides are rapidly excreted from the circulatory system. In the present study, we developed a 68Ga-labeled cyclic RGD peptide with a biphenyl group between the chelator and RGD peptide, i.e., 68Ga-NOTA-biphenyl-c(RGDyK). Then, we performed the comparison with the reference compound, i.e., 68Ga-NOTA-c(RGDyK). 68Ga-NOTA-biphenyl-c(RGDyK) was 37{\%} less hydrophilic than 68Ga-NOTA-c(RGDyK). For positron emission tomography imaging, 68Ga-NOTA-biphenyl-c(RGDyK) had a longer retention time and showed a higher signal-to-noise ratio in tumors than 68Ga-NOTA-c(RGDyK). However, the biphenyl-radiopeptide displayed the relatively high non-specific binding. From these perspectives, incorporation of the biphenyl group to the RGD generates pros and cons.",
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Synthesis and Preliminary Evaluation of 68Ga-NOTA-Biphenyl-c(RGDyK) for the Quantification of Integrin αvβ3 . / Shin, Un Chul; Jung, Ki Hye; Park, Ji Ae; Lee, Ji Woong; Kim, Jung Young; Seo, Jongbum; Lee, Kyo Chul; Choi, Jae Yong.

In: Bulletin of the Korean Chemical Society, Vol. 38, No. 12, 01.12.2017, p. 1415-1418.

Research output: Contribution to journalArticle

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AU - Choi, Jae Yong

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