Bromination of 5,10,15,20-tetraazaporphin magnesium complex

Ishutkina, M. V.; Khelevina, O. G.; Krylov, E. N.; Aleksandriiskii, V. V.; Койфман, О. И.

doi:10.1134/s1070428015110226

Cited by 3 publications

(2 citation statements)

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“…For 2 , the UV/Vis spectrum showed a strong absorbance at around 330 nm and a weaker broad absorbance at 604 nm, which is comparable to the MgTAPBr; the emission maximum was found at 428 nm ( λ ex = 330 nm). Temperature dependent measurements did not reveal any strong and extended aggregation of 1 as both absorbance and emission did not significantly change on cooling from 70 °C to 10 °C (Figure S1, S2; Table S1, S2); the same can be said for the absorbance of 2 (Figure S3; Table S3).…”

Section: Resultsmentioning

confidence: 82%

“…Nucleoside 2 was synthesized by coupling a mono‐brominated MgTAP to 5‐ethynyl deoxyuridine through Sonogashira coupling. The MgTAP‐Br was obtained by bromination of MgTAP using NBS in ethanol . (On a side note, the successful Sonogashira coupling on the MgTAP‐Br also proves that the carbon carrying the bromide is sp 2 ‐hybridised, which was not entirely clear before …”

Section: Resultsmentioning

confidence: 99%

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Self‐Assembled Porphyrazine Nucleosides on DNA Templates: Highly Fluorescent Chromophore Arrays and Sizing Forensic Tandem Repeat Sequences

et al. 2018

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The formation of chromophore arrays using a DNA templating approach leads to the creation of supramolecular assemblies, where the optical properties of the overall system can be fine‐tuned to a large extent. In particular, porphyrin derivatives have been shown to be versatile building blocks; mostly covalent chemistry was used for embedding the units into DNA strands. Self‐assembly of porphyrin modified nucleosides, on the other hand, has not been investigated as a simplified approach. We report on the synthesis of a magnesium(II) tetraaza porphine (MgTAP) coupled to deoxyuridine, and array formation on DNA templates which contain well‐defined oligo(dA) segments showing strong fluorescence enhancement which is significantly larger than that with a Zn‐porphyrin. The use of the deep‐eutectic solvent glycholine is essential for successful assembly formation. The system allows for sizing of short tandem repeat markers with multiple adenosines, thus the concept could be adaptable to in vitro forensic DNA profiling with a suitable set of different chromophores on all nucleosides.

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Section: Resultsmentioning

confidence: 82%

Section: Resultsmentioning

confidence: 99%