Synthesis and reactions of dehydracetic acid difluoroborane complex

Manaev, A. V.; Tambov, K. V.; Traven, V. F.

doi:10.1134/s107042800807018x

Cited by 7 publications

(2 citation statements)

References 3 publications

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“…Dehydroacetic acid [ 44 ] and its derivatives [ 45 ] are chelating bidentate ligands exhibiting properties corresponding to those of β-diketones and quite easily forming complexes with boron [ 46 ] and transition metals [ 47 ]. According to the Knoevenagel reaction, we obtained dehydroacetic acid derivatives condensed with aldehydes, which (similarly to DHA) have ketoenole fragments suitable for coordination [ 47 ].…”

Section: Resultsmentioning

confidence: 99%

Modification of insulin amyloid aggregation by Zr phthalocyanines functionalized with dehydroacetic acid derivatives

et al. 2021

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Amyloid fibrils are widely studied both as target in conformational disorders and as basis for the development of protein-based functional materials. The three Zr phthalocyanines bearing dehydroacetic acid residue (PcZr(L1)2) and its condensed derivatives (PcZr(L2)2 and PcZr(L3)2) as out-of-plane ligands were synthesized and their influence on insulin fibril formation was studied by amyloid-sensitive fluorescent dye based assay, scanning electron microscopy, fluorescent and absorption spectroscopies. The presence of Zr phthalocyanines was shown to modify the fibril formation. The morphology of fibrils formed in the presence of the Zr phthalocyanines differs from that of free insulin and depends on the structure of out-of-plane ligands. It is shown that free insulin mostly forms fibril clusters with the length of about 0.3–2.1 μm. The presence of Zr phthalocyanines leads to the formation of individual 0.4–2.8 μm-long fibrils with a reduced tendency to lateral aggregation and cluster formation (PcZr(L1)2), shorter 0.2–1.5 μm-long fibrils with the tendency to lateral aggregation without clusters (PcZr(L2)2), and fibril-like 0.2–1.0 μm-long structures (PcZr(L3)2). The strongest influence on fibrils morphology made by PcZr(L3)2 could be explained by the additional stacking of phenyl moiety of the ligand with aromatic amino acids in protein. The evidences of binding of studied Zr phthalocyanines to mature fibrils were shown by absorption spectroscopy (for PcZr(L1)2 and PcZr(L2)2) and fluorescent spectroscopy (for PcZr(L3)2). These complexes could be potentially used as external tools allowing the development of functional materials on protein fibrils basis.

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Section: Resultsmentioning

confidence: 99%

Modification of insulin amyloid aggregation by Zr phthalocyanines functionalized with dehydroacetic acid derivatives

et al. 2021

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“…Complexes 152 may be promising for use in fluorescent and electroluminescent materials. Manaev et al [103] described the synthesis of dehydroacetic acid boron difluoride complex 153 and its reactions with various aromatic (154a-154d) and heterocyclic aldehydes (crotonization involving the acetyl group). The reactions were carried out at 60-90°C in acetic anhydride and/or acetic acid, and concentrated sulfuric acid was added in some cases.…”

Section: Physicochemical Properties Of β-Diketonesmentioning

confidence: 99%