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全自动化 N-琥珀酰亚胺基-4-[F]氟代苯甲酸酯 ([F]SFB) 的氟标记用于纳米抗体的间接标记。

Fully automated F-fluorination of N-succinimidyl-4-[F]fluorobenzoate ([F]SFB) for indirect labelling of nanobodies.

机构信息

GIGA-CRC In Vivo Imaging, Université de Liège, Liège, Belgium.

ORA Neptis, Philippeville, Belgium.

出版信息

Sci Rep. 2022 Nov 4;12(1):18655. doi: 10.1038/s41598-022-23552-8.

DOI:10.1038/s41598-022-23552-8
PMID:36333403
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9636270/
Abstract

N-succinimidyl-4-[F]fluorobenzoate ([F]SFB), a widely used labeling agent to introduce the 4-[F]fluorobenzoyl-prosthetic group, is normally obtained in three consecutive steps from [F]fluoride ion. Here, we describe an efficient one-step labeling procedure of [F]SFB starting from a tin precursor. This method circumvents volatile radioactive side-products and simplifies automatization. [F]SFB was obtained after HPLC purification in a yield of 42 + 4% and a radiochemical purity (RCP) > 99% (n = 6). In addition, we investigate the automation of the coupling of [F]SFB to a nanobody (cAbBcII10, targeting β-lactamase enzyme) and purification by size exclusion chromatography (PD-10 desalting column) to remove unconjugated reagent. Production and use of [F]SFB were implemented on a radiosynthesis unit (Neptis). The fully automated radiosynthesis process including purification and formulation required 160 min of synthesis time. [F]SFB-labeled nanobody was obtained in a yield of 21 + 2% (activity yield 12 + 1% non-decay corrected) and a radiochemical purity (RCP) of > 95% (n = 3). This approach simplifies [F]SFB synthesis to one-step, enhances the yield in comparison to the previous report and enables the production of radiolabeled nanobody on the same synthesis module.

摘要

N-琥珀酰亚胺基-4-[F]氟代苯甲酸酯 ([F]SFB)，一种广泛用于引入 4-[F]氟苯甲酰基假基的标记试剂，通常需要经过三个连续的步骤从氟化物离子中获得。在这里，我们描述了一种从锡前体制备 [F]SFB 的高效一步标记程序。该方法避免了挥发性放射性副产物，并简化了自动化操作。[F]SFB 经 HPLC 纯化后，收率为 42±4%，放射化学纯度（RCP）>99%（n=6）。此外，我们还研究了 [F]SFB 与纳米抗体（cAbBcII10，针对β-内酰胺酶）的偶联自动化以及通过尺寸排阻色谱（PD-10 脱盐柱）的纯化，以去除未结合的试剂。[F]SFB 的生产和使用在放射合成单元（Neptis）上进行。包括纯化和制剂在内的全自动放射合成过程需要 160 分钟的合成时间。[F]SFB 标记的纳米抗体的产率为 21±2%（活性产率为 12±1%，未衰变校正），放射化学纯度（RCP）>95%（n=3）。这种方法将 [F]SFB 合成简化为一步，与之前的报告相比提高了产率，并能够在同一合成模块上生产放射性标记的纳米抗体。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/7b4086aa3563/41598_2022_23552_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/f1c19ad4ee5e/41598_2022_23552_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/b8fbafe304af/41598_2022_23552_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/626834a6fb08/41598_2022_23552_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/a64ffcaf4f6c/41598_2022_23552_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/3310d18d0bee/41598_2022_23552_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/3a4268188ffb/41598_2022_23552_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/7b4086aa3563/41598_2022_23552_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/f1c19ad4ee5e/41598_2022_23552_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/b8fbafe304af/41598_2022_23552_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/626834a6fb08/41598_2022_23552_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/a64ffcaf4f6c/41598_2022_23552_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/3310d18d0bee/41598_2022_23552_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/3a4268188ffb/41598_2022_23552_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/71f9/9636270/7b4086aa3563/41598_2022_23552_Fig7_HTML.jpg

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