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基于联噻吩NHS酯的推拉型荧光团，用于标记含伯胺的生物分子。

Push-pull fluorophores based on NHS esters of bithiophene for labelling of biomolecules containing primary amines.

作者信息

Barros Mariana, Arroyo Pau, Sáez Jose A, Gil Salvador, Parra Margarita, Costa Susana P G, Raposo M Manuela M, Gaviña Pablo

机构信息

Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico (IDM), Universitat de València, Universitat Politècnica de València, c/ Doctor Moliner 50, Burjassot, Valencia 46100, Spain.

Departamento de Química Orgánica, Universitat de València, c/ Doctor Moliner 50, Burjassot, Valencia 46100, Spain.

出版信息

R Soc Open Sci. 2025 Feb 26;12(2):241816. doi: 10.1098/rsos.241816. eCollection 2025 Feb.

DOI:10.1098/rsos.241816
PMID:40012754
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11863869/
Abstract

Fluorescent labelling is a versatile tool to visualize biomolecules containing primary amines in their cellular environment, allowing the study of their function or interactions. Here, three organic fluorophores that can irreversibly bind to the primary amine group on the target biomolecule are reported. They consist of push-pull heterocyclic dyes based on bithiophene and incorporating a terminal -hydroxysuccinimidyl ester as a reactive group for labelling primary amine groups from biomolecules as (poly)amines, peptides or proteins. Their potential as chemosensors for primary amines, using N-Boc protected amino acid l-lysine as a model, was assessed through UV-Visible, fluorescence and H NMR titrations.

摘要

荧光标记是一种多功能工具，可在细胞环境中可视化含伯胺的生物分子，从而研究其功能或相互作用。本文报道了三种能与目标生物分子上的伯胺基团不可逆结合的有机荧光团。它们由基于联噻吩的推拉杂环染料组成，并含有末端羟基琥珀酰亚胺酯作为反应基团，用于标记生物分子中的（聚）胺、肽或蛋白质等伯胺基团。以N - Boc保护的氨基酸L - 赖氨酸为模型，通过紫外可见光谱、荧光光谱和核磁共振氢谱滴定评估了它们作为伯胺化学传感器的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7212/11863869/22d2d23a11ab/rsos.241816.f005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7212/11863869/eaf6aa40003e/rsos.241816.f001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7212/11863869/e4f8c1d68441/rsos.241816.f003.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7212/11863869/22d2d23a11ab/rsos.241816.f005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7212/11863869/eaf6aa40003e/rsos.241816.f001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7212/11863869/9da42ea66a68/rsos.241816.f006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7212/11863869/46d61e759191/rsos.241816.f007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7212/11863869/684daac4b09c/rsos.241816.f002.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7212/11863869/22d2d23a11ab/rsos.241816.f005.jpg

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