合成 5-氨基乙酰丙酸氟化类似物的努力：外消旋和对映体定义的 3-氟-5-氨基乙酰丙酸的实际合成。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2024-09-06 Epub Date: 2024-08-27 DOI:10.1021/acs.joc.4c01070

Gouthami Pashikanti, Lahu N Chavan, Lanny S Liebeskind, Mark M Goodman

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引用次数: 0

摘要

2017 年，FDA 授权 5-氨基乙酰丙酸（5-ALA）用于疑似高级别胶质瘤的术中光学成像。这是首个授权用于脑肿瘤手术的光学成像剂，可增强恶性组织的可视化。在此，我们报告了 5-ALA 的外消旋和对映体纯氟化类似物的合成，即 3-氟-5-氨基乙酰丙酸（3F-5-ALA）。我们预计这些研究将为将来构建氟-18 标记的 5-ALA PET 示踪剂奠定基础，该示踪剂将用于胶质瘤的功能和代谢成像。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthetic Efforts toward the Synthesis of a Fluorinated Analog of 5-Aminolevulinic Acid: Practical Synthesis of Racemic and Enantiomerically Defined 3-Fluoro-5-aminolevulinic Acid.

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Synthetic Efforts toward the Synthesis of a Fluorinated Analog of 5-Aminolevulinic Acid: Practical Synthesis of Racemic and Enantiomerically Defined 3-Fluoro-5-aminolevulinic Acid.

In 2017, the FDA authorized 5-aminolevulinic acid (5-ALA) for intraoperative optical imaging of suspected high-grade gliomas. This was the first authorized optical imaging agent for brain tumor surgery to enhance the visualization of malignant tissue. Herein we report the synthesis of a racemic and enantiopure fluorinated analog of 5-ALA, i.e., 3-fluoro-5-aminolevulinic acid (3F-5-ALA). We anticipate that these studies will provide the foundation for the future construction of a fluorine-18-labeled 5-ALA PET tracer to be used for functional and metabolic imaging of gliomas.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.