Dopastin
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Preferred IUPAC name (2E)-N-{(2S)-2-[Hydroxy(nitroso)amino]-3-methylbutyl}but-2-enamide | |
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Chemical formula | C9H17N3O3 |
Molar mass | 215.253 g·mol−1 |
Melting point | 116 to 119 °C (241 to 246 °F; 389 to 392 K)[1] |
Acidity (pKa) | 5.1[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
Dopastin is a chemical compound produced by the bacteria Pseudomonas No. BAC-125.[2] It was first isolated and characterized in 1972. It is an inhibitor of the enzyme dopamine β-hydroxylase.[3]
Dopastin can be prepared synthetically from L-valinol.[4]
References
- ^ a b Merck Index, 11th Edition, 3417
- ^ Iimura, H; Takeuchi, T; Kondo, S; Matsuzaki, M; Umezawa, H (1972). "Dopastin, an inhibitor of dopamine -hydroxylase". The Journal of Antibiotics. 25 (8): 497–500. doi:10.7164/antibiotics.25.497. PMID 4648494.
- ^ H. Iinuma; M. Matsuzaki; T. Nagatsu; T. Takeuchi; H. Umezawa (1974). "Biochemical and biological studies on dopastin, an inhibitor of dopamine β-hydroxylase". Agric. Biol. Chem. 38 (11): 2107–2111. doi:10.1271/bbb1961.38.2107.
- ^ Ohno, M.; Iinuma, H.; Yagisawa, N.; Shibahara, S.; Suhara, Y.; Kondo, S.; Maeda, K.; Umezawa, H. (1973). "Synthesis of dopastin, a dopamine ?-hydroxylase inhibitor of microbial origin". Journal of the Chemical Society, Chemical Communications (4): 147. doi:10.1039/C39730000147.
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Monoamine metabolism modulators
(dopamine, epinephrine,
norepinephrine)
PAHTooltip Phenylalanine hydroxylase |
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THTooltip Tyrosine hydroxylase |
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DBHTooltip Dopamine beta-monooxygenase |
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PNMTTooltip Phenylethanolamine N-methyltransferase |
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COMTTooltip Catechol-O-methyl transferase |
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(serotonin, melatonin)
TPHTooltip Tryptophan hydroxylase |
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AANATTooltip Serotonin N-acetyl transferase |
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ASMTTooltip Acetylserotonin O-methyltransferase |
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HDCTooltip Histidine decarboxylase |
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HNMTTooltip Histamine N-methyltransferase |
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DAOTooltip Diamine oxidase |
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See also: Receptor/signaling modulators • Adrenergics • Dopaminergics • Melatonergics • Serotonergics • Monoamine reuptake inhibitors • Monoamine releasing agents • Monoamine neurotoxins