Aminoalkylphosphinates Are New Effective Inhibitors of Melanogenesis and Fungicides

Zhukov, Yu. N.; Vavilova, N. A.; Osipova, T. I.; Voinova, T. M.; Khurs, Elena N.; Dzhavakhiya, V. G.; Khomutov, R. M.

doi:10.1023/b:dobi.0000046644.42683.0f

Cited by 3 publications

(2 citation statements)

References 3 publications

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“…The chemical com pounds used in this study were obtained as described earlier [6]; the concentration of the fungicide was cal culated with respect to the active compound.…”

Section: Chemical Control Of Adaptive Function Of Plant Pathogenic Fungimentioning

confidence: 99%

“…They can easily penetrate fungal cells and be converted by pyridoxal enzymes to inhibitors of thiamine depen dent dehydrogenases of α ketocarboxylic acids, including pyruvate dehydrogenase, a key enzyme of the biosynthesis of acetyl CoA. In that capacity, com pounds I inhibited acetyl CoA dependent biosynthe sis of mycotoxins and melanins of the fungal cell wall and selectively inhibited the growth of pathogenic fungi [6]. Acids I exhibited a fundamentally different type of activity, which consisted in the ability to stim ulate the fungal metabolism (e.g., the biosynthesis of mycotoxins of different structure) [7].…”

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confidence: 99%

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Chemical control of adaptive function of plant pathogenic fungi

Khomutov

Khurs

Osipova

et al. 2015

Dokl Biochem Biophys

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“…The chemical com pounds used in this study were obtained as described earlier [6]; the concentration of the fungicide was cal culated with respect to the active compound.…”

Section: Chemical Control Of Adaptive Function Of Plant Pathogenic Fungimentioning

confidence: 99%

mentioning

confidence: 99%

Chemical control of adaptive function of plant pathogenic fungi

Khomutov

Khurs

Osipova

et al. 2015

Dokl Biochem Biophys

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Chemical regulation of mycotoxin biosynthesis

Khomutov

Dzhavakhiya²,

Khurs

et al. 2011

Dokl Biochem Biophys

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Organophosphorus S-adenosyl-L-methionine mimetics: synthesis, stability, and substrate properties

Rudenko,

Mariasina,

Bolikhova

et al. 2024

Front. Chem.

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S-Adenosyl-l-methionine (SAM)-mediated methylation of biomolecules controls their function and regulates numerous vital intracellular processes. Analogs of SAM with a reporter group in place of the S-methyl group are widely used to study these processes. However, many of these analogs are chemically unstable that largely limits their practical application. We have developed a new compound, SAM-PH, which contains an H-phosphinic group (-P(O)(H)OH) instead of the SAM carboxylic group. SAM-PH is significantly more stable than SAM, retains functional activity in catechol-O-methyltransferase and methyltransferase WBSCR27 reactions. The last is associated with Williams–Beuren syndrome. Rac-SAM-PH was synthesized chemically, while (R,S)-SAM-PH and its analogs were prepared enzymatically either from H-phosphinic analogs of methionine (Met-PH) or H-phosphinic analog of S-adenosyl-l-homocysteine (SAH-PH) using methionine adenosyltransferase 2A or halide methyltransferases, respectively. SAH-PH undergoes glycoside bond cleavage in the presence of methylthioadenosine nucleosidase like natural SAH. Thus, SAM-PH and its analogs are promising new tools for investigating methyltransferases and incorporating reporter groups into their substrates.

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Aminoalkylphosphinates Are New Effective Inhibitors of Melanogenesis and Fungicides

Cited by 3 publications

References 3 publications

Chemical control of adaptive function of plant pathogenic fungi

Chemical control of adaptive function of plant pathogenic fungi

Chemical regulation of mycotoxin biosynthesis

Organophosphorus S-adenosyl-L-methionine mimetics: synthesis, stability, and substrate properties

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