CAS 144450-13-5|(Tyr0,Trp2)-Melanocyte-Stimulating Hormone-Release Inhibiting Factor
| Common Name | (Tyr0,Trp2)-Melanocyte-Stimulating Hormone-Release Inhibiting Factor | ||
|---|---|---|---|
| CAS Number | 144450-13-5 | Molecular Weight | 634.60400 |
| Density | 1.38 g/cm3 | Boiling Point | 1009.2ºC at 760 mmHg |
| Molecular Formula | C29H33F3N6O7 | Melting Point | / |
| MSDS | / | Flash Point | 564.2ºC |
Names
| 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 |
|---|---|
| Synonym | More Synonyms |
BiologicalActivity
| 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 | Signaling Pathways >>GPCR/G Protein >>Opioid ReceptorSignaling Pathways >>Neuronal Signaling >>Opioid ReceptorResearch Areas >>Neurological Disease |
| 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. |
Chemical & Physical Properties
| 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 |
| InChIKey | HWGSOAJXZHSMGE-PMVMPFDFSA-N |
| SMILES | NC(=O)CNC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)C1CCCN1C(=O)C(N)Cc1ccc(O)cc1 |
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 |
