[18F] F-PSMA探针:化学视角。

IF 3.5 4区 医学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Current medicinal chemistry Pub Date : 2025-01-17 DOI:10.2174/0109298673333642250102080759
Isabelle Xavier de-Britto, Stephanie Nascimento Neves-da-Silva, Luciana Magalhaes Rebelo Alencar, Pierre Basilio Almeida Fechine, Ralph Santos-Oliveira
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引用次数: 0

摘要

本研究讨论了[18F]F-PSMA探针的化学角度,这是前列腺癌成像的关键工具。[18F]氟是一种正电子发射器,半衰期为109.8分钟,它是在回旋加速器中用质子轰击富集[18O]的目标而产生的。这种同位素的化学性质与稳定的氟相似,便于在正电子发射断层扫描(PET)中使用。[18F]F-PSMA的合成涉及一个亲核取代(SN1)反应,其中[18F]氟离子取代前体分子中的离去基。前列腺特异性膜抗原(prostate -specific membrane antigen, PSMA)在前列腺癌细胞中高度表达,是重要的成像靶点。PSMA靶向放射配体,如[68Ga]Ga-PSMA-11, [18F]F-DCFPyL和[99mTc]Tc-PSMA-I&S,结合PSMA的细胞外结构域,实现精确成像。PSMA放射性示踪剂的设计包含特定的靶向基团、用于放射性标记的功能基团和保持结合亲和力和药代动力学的连接体。常见的连接体包括脂肪族、芳香族、肽基和聚乙二醇结构,而tosylate和PyTFP等官能团用于高效氟化[18F]。本文旨在阐明其主要联系和反应,以优化这些成分,提高前列腺癌的成像灵敏度和特异性。
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The [18F] F-PSMA Probe: Chemical Perspectives.

This study discusses the chemical perspectives of the [18F]F-PSMA probe, a pivotal tool in prostate cancer imaging. [18F]Fluorine, a positron emitter with a half-life of 109.8 minutes, is produced in a cyclotron by bombarding [18O]-enriched targets with protons. The chemistry of this isotope parallels that of stable fluorine, facilitating its use in positron emission tomography (PET). The synthesis of [18F]F-PSMA involves a nucleophilic substitution (SN1) reaction, where [18F]fluoride ion replaces a leaving group in the precursor molecule. Prostate-specific membrane antigen (PSMA) is highly expressed in prostate cancer cells, making it a crucial target for imaging. PSMA-targeted radioligands, such as [68Ga]Ga-PSMA-11, [18F]F-DCFPyL, and [99mTc]Tc-PSMA-I&S, bind to the extracellular domain of PSMA, enabling precise imaging. The design of PSMA radiotracers incorporates specific targeting moieties, functional groups for radiolabeling, and linkers to maintain binding affinity and pharmacokinetics. Common linkers include aliphatic, aromatic, peptide-based, and polyethylene glycol structures, while functional groups like tosylate and PyTFP are used for efficient [18F]fluorination. This review aims to elucidate the main linker and reactions in order to optimize these components to improve imaging sensitivity and specificity in detecting prostate cancer.

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来源期刊
Current medicinal chemistry
Current medicinal chemistry 医学-生化与分子生物学
CiteScore
8.60
自引率
2.40%
发文量
468
审稿时长
3 months
期刊介绍: Aims & Scope Current Medicinal Chemistry covers all the latest and outstanding developments in medicinal chemistry and rational drug design. Each issue contains a series of timely in-depth reviews and guest edited thematic issues written by leaders in the field covering a range of the current topics in medicinal chemistry. The journal also publishes reviews on recent patents. Current Medicinal Chemistry is an essential journal for every medicinal chemist who wishes to be kept informed and up-to-date with the latest and most important developments.
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