间酪胺

间酪胺
	IUPAC名; 3-(2-Aminoethyl)phenol
别名	m-Tyramine; 3-Tyramine;; 3-Hydroxyphenylethylamine
识别
CAS号	588-05-6
PubChem	11492
ChemSpider	11008
SMILES	Oc1cc(ccc1)CCN;
InChI	InChI=1S/C8H11NO/c9-5-4-7-2-1-3-8(10)6-7/h1-3,6,10H,4-5,9H2;
ChEBI	89626
性质
化学式	C8H11NO
摩尔质量	137.18 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

间酪胺（Meta-Tyramine)，或称3-酪胺，是一种神经调节中的内源性痕量胺。它是苯乙胺的结构类似物，^[1]^[2]^[3]也是对酪胺（即酪胺）的位置异构体。且与对酪胺相似的是，间酪胺也对肾上腺素和多巴胺系统有影响。^[4]^[5]

间酪胺通过芳香族氨基酸脱羧酶控制的间酪氨酸代谢产生，可通过大脑的CYP2D6酶代谢为多巴胺。^[6]

参见

对酪胺

参考资料

^ Biosynthesis of some urinary trace amines in the rat and the human. Research Communications in Chemical Pathology and Pharmacology. November 1981, 34 (2): 295–310. PMID 7335956.
^ The in vitro release of endogenous m-tyramine, p-tyramine and dopamine from rat striatum. Neurochemical Research. June 1982, 7 (6): 705–16. PMID 7121718. doi:10.1007/bf00965523.
^ The concentration of p- and m-tyramine in the rat mesolimbic system: its regional distribution and effect of monoamine oxidase inhibition. Brain Research. June 1987, 412 (2): 370–4. PMID 3607473. doi:10.1016/0006-8993(87)91145-0.
^ The role of catecholamines, 5-hydroxytryptamine and m-tyramine in the behavioural effects of m-tyrosine in the rat. European Journal of Pharmacology. October 1982, 84 (3–4): 139–49. PMID 7173317. doi:10.1016/0014-2999(82)90196-0.
^ The effects of administration of meta-tyramine and para-tyramine on dopamine and its metabolites in the rat striatum. Progress in Neuro-psychopharmacology & Biological Psychiatry. 1984, 8 (4–6): 705–9. PMID 6531442. doi:10.1016/0278-5846(84)90042-3.
^ The endogenous substrates of brain CYP2D. Eur. J. Pharmacol. February 2014, 724: 211–218. PMID 24374199. doi:10.1016/j.ejphar.2013.12.025. The highest level of brain CYP2D activity was found in the substantia nigra ... The in vitro and in vivo studies have shown the contribution of the alternative CYP2D-mediated dopamine synthesis to the concentration of this neurotransmitter although the classic biosynthetic route to dopamine from tyrosine is active. ... Tyramine levels are especially high in the basal ganglia and limbic system, which are thought to be related to individual behavior and emotion (Yu et al., 2003c). ... Rat CYP2D isoforms (2D2/2D4/2D18) are less efficient than human CYP2D6 for the generation of dopamine from p-tyramine. The K_m values of the CYP2D isoforms are as follows: CYP2D6 (87–121 μm) ≈ CYP2D2 ≈ CYP2D18 > CYP2D4 (256 μm) for m-tyramine and CYP2D4 (433 μm) > CYP2D2 ≈ CYP2D6 > CYP2D18 (688 μm) for p-tyramine

[pmid7335956-1] Biosynthesis of some urinary trace amines in the rat and the human. Research Communications in Chemical Pathology and Pharmacology. November 1981, 34 (2): 295–310. PMID 7335956.

[pmid7121718-2] The in vitro release of endogenous m-tyramine, p-tyramine and dopamine from rat striatum. Neurochemical Research. June 1982, 7 (6): 705–16. PMID 7121718. doi:10.1007/bf00965523.

[pmid3607473-3] The concentration of p- and m-tyramine in the rat mesolimbic system: its regional distribution and effect of monoamine oxidase inhibition. Brain Research. June 1987, 412 (2): 370–4. PMID 3607473. doi:10.1016/0006-8993(87)91145-0.

[pmid7173317-4] The role of catecholamines, 5-hydroxytryptamine and m-tyramine in the behavioural effects of m-tyrosine in the rat. European Journal of Pharmacology. October 1982, 84 (3–4): 139–49. PMID 7173317. doi:10.1016/0014-2999(82)90196-0.

[pmid6531442-5] The effects of administration of meta-tyramine and para-tyramine on dopamine and its metabolites in the rat striatum. Progress in Neuro-psychopharmacology & Biological Psychiatry. 1984, 8 (4–6): 705–9. PMID 6531442. doi:10.1016/0278-5846(84)90042-3.

[CYP2D6_tyramine-dopamine_metabolism-6] The endogenous substrates of brain CYP2D. Eur. J. Pharmacol. February 2014, 724: 211–218. PMID 24374199. doi:10.1016/j.ejphar.2013.12.025. The highest level of brain CYP2D activity was found in the substantia nigra ... The in vitro and in vivo studies have shown the contribution of the alternative CYP2D-mediated dopamine synthesis to the concentration of this neurotransmitter although the classic biosynthetic route to dopamine from tyrosine is active. ... Tyramine levels are especially high in the basal ganglia and limbic system, which are thought to be related to individual behavior and emotion (Yu et al., 2003c). ... Rat CYP2D isoforms (2D2/2D4/2D18) are less efficient than human CYP2D6 for the generation of dopamine from p-tyramine. The K_m values of the CYP2D isoforms are as follows: CYP2D6 (87–121 μm) ≈ CYP2D2 ≈ CYP2D18 > CYP2D4 (256 μm) for m-tyramine and CYP2D4 (433 μm) > CYP2D2 ≈ CYP2D6 > CYP2D18 (688 μm) for p-tyramine

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