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144450-13-5

144450-13-5 structure
144450-13-5 structure

Name (2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
Synonyms Tyr-pro-trp-gly-NH2
[Tyr0,Trp2]-MIF-I
Tyr-W-mif-1
Tyr-[Trp2]-Melanocyte Stimulating Hormone Release Inhibiting Factor trifluoroacetate salt
L-Tyrosyl-L-prolyl-L-tryptophylglycinamide
Tyrosyl-prolyl-tryptophyl-glycinamide
Tyr-W-MIF-I
Glycinamide,L-tyrosyl-L-prolyl-L-tryptophyl
Description Tyr-W-MIF-1 is an opioid tetrapeptide with opiate and antiopiate activity. Tyr-W-MIF-1 can induce analgesia[1][2][5].
Related Catalog
In Vitro Tyr-W-MIF-1 (1-10 μM) 抑制 LC 神经元的自发放电[1]。 Tyr-W-MIF-1 减弱 Morphine (3 μM) 诱导的 SH-SY5Y 人神经母细胞瘤细胞中 mu 和 delta 受体的下调[4]。 Tyr-W-MIF-1 (0.3 μM) 抑制3H-DAMGO (对μ阿片受体有选择性) 与大鼠脑的结合[5]。
In Vivo Tyr-W-MIF-1 (i.c.v,5 μL, 200 μg) 诱导大鼠镇痛时间延长[2]。 Tyr-W-MIF-1 (i.t., 0.75 μg) 诱导镇痛,并被 Naloxone 逆转[3]。 Animal Model: Rats[2] Dosage: 200 μg in 5 μL Administration: Intracerebroventricular injection (i.c.v) Result: Prolonged analgesia, measured by latency to remove the tail from a heating element.
References

[1]. Yang YR, et L. Opioid and antiopioid actions of Tyr-MIF-1, Tyr-W-MIF-1 and hemorphin-4 on rat locus coeruleus neurons: intracellular recording in vitro. Chin J Physiol. 1997 Sep 30;40(3):131-5.  

[2]. Gergen KA, et al. Expression of the FOS proto-oncogene protein in brain after ICV administration of Tyr-W-MIF-1 (Tyr-Pro-Trp-Gly-NH2). Peptides. 1994;15(8):1505-11.  

[3]. Gergen KA, et al. Intrathecal Tyr-W-MIF-1 produces potent, naloxone-reversible analgesia modulated by alpha 2-adrenoceptors. Eur J Pharmacol. 1996 Mar 18;298(3):235-9.  

[4]. Harrison LM, et al. Tyr-W-MIF-1 attenuates down-regulation of opiate receptors in SH-SY5Y human neuroblastoma cells. J Pharmacol Exp Ther. 1998 Feb;284(2):611-7.  

[5]. Erchegyi J, et al. Isolation of a novel tetrapeptide with opiate and antiopiate activity from human brain cortex: Tyr-Pro-Trp-Gly-NH2 (Tyr-W-MIF-1). Peptides. 1992 Jul-Aug;13(4):623-31.  

Density 1.38 g/cm3
Boiling Point 1009.2ºC at 760 mmHg
Molecular Formula C29H33F3N6O7
Molecular Weight 634.60400
Flash Point 564.2ºC
Exact Mass 634.23600
PSA 220.94000
LogP 2.81690
Vapour Pressure 0mmHg at 25°C
Index of Refraction 1.67