Despite the fact that tetrapyrazinoporphyrazines (TPyzPzs) are generally presented as universal dark quenchers for oligonucleotide probes, the availability of TPyzPzs bearing different functional groups suitable for attachment to 3´, and 5´ ends or intrastrand positions remains rather limited. Therefore, a synthetic route to hexa(bis(2‐methoxyethyl)amino) or hexa(diethylamino) TPyzPzs functionalized by an azide, hydroxy, or carboxy group or their combinations was developed. Studies of self‐assembly into J‐dimers in nonpolar solvents and their stability upon titration with pyridine (association constants, K P values, ranging 0.32‐12.7×10 2 M ‐1 ) revealed that smaller peripheral substituents and functionalization of TPyzPzs improves the stability of J‐dimers. Φ Δ and Φ F were low for the monomers ( Φ F < 0.0001, Φ Δ < 0.006, DMF) due to quenching by intramolecular charge transfer; however, they increased in nonpolar solvents and after self‐assembly into J‐dimer (up to Φ F = 0.027, Φ Δ = 0.28).

中文翻译：

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具有潜在功能的生物分子探针应用的具有不同官能团的四氮杂卟啉嗪的合成和J-二聚体形成。

尽管通常将四吡嗪并卟啉（TPyzPzs）用作寡核苷酸探针的通用深色淬灭剂，但带有适合连接3'和5'末端或链内位置的不同官能团的TPyzPzs的可用性仍然受到限制。因此，开发了一种通过叠氮化物，羟基或羧基或其组合官能化的六（双（2-甲氧基乙基）氨基）或六（二乙基氨基）TPyzPzs的合成途径。在非极性溶剂中自组装成J二聚体及其在吡啶滴定时的稳定性（缔合常数，KP值，范围0.32-12.7×10 2 M -1）的研究表明，较小的外围取代基和TPyzPzs的官能化可提高TPyzPzs的稳定性。 J二聚体 单体的ΦΔ和ΦF低（ΦF <0.0001，ΦΔ<0.006，DMF）由于分子内电荷转移而淬灭；但是，它们在非极性溶剂中和自组装成J二聚体后增加（高达ΦF = 0.027，ΦΔ= 0.28）。