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144450-13-5

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144450-13-5 Structure

144450-13-5 Structure
IdentificationBack Directory
[Name]

H-TYR-PRO-TRP-GLY-NH2
[CAS]

144450-13-5
[Synonyms]

YPWG-NH2
TYR-W-MIF-1
TYR-W-MIF-I
(TYR0,TRP2)-MIF-I
[TYR0, TRP2]-MIF-1
TYR-PRO-TRP-GLY-NH2
H-TYR-PRO-TRP-GLY-NH2
Tyr-W-MIF-I, (Tyr0,Trp2)-MIF-I
tyrosyl-prolyl-tryptophyl-glycinamide
L-Tyrosyl-L-prolyl-L-tryptophylglycinamide
Glycinamide, L-tyrosyl-L-prolyl-L-tryptophyl-
tyr-(trp2)-msh release inhibiting*factor trifluor
alpha-melanotropin release inhibiting factor, Tyr-[Trp2]
(TYR0,TRP2)-MELANOCYTE-STIMULATING HORMONE-RELEASE INHIBITING FACTOR
[TYR0, TRP2]-MELANOCYTE STIMULATING HORMONE-RELEASE INHIBITING FACTOR-1
Tyr-[Trp2]-Melanocyte Stimulating Hormone Release Inhibiting Factor trifluoroacetate salt
(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
[Molecular Formula]

C27H32N6O5
[MDL Number]

MFCD00237151
[MOL File]

144450-13-5.mol
[Molecular Weight]

520.58
Chemical PropertiesBack Directory
[Boiling point ]

1009.2±65.0 °C(Predicted)
[density ]

1.380±0.06 g/cm3(Predicted)
[storage temp. ]

-15°C
[pka]

9.86±0.15(Predicted)
Hazard InformationBack Directory
[Uses]

Tyr-W-MIF-1 is an opioid tetrapeptide with opiate and antiopiate activity. Tyr-W-MIF-1 can induce analgesia[1][2][5].
[in vivo]

Tyr-W-MIF-1 (i.c.v, 200 μg of 5 μL) induces prolonged analgesia in rats[2].
Tyr-W-MIF-1 (i.t., 0.75 μg) induces analgesia, and is reversed by Naloxone[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. PMID:9434888
[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. DOI:10.1016/0196-9781(94)90130-9
[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. DOI:10.1016/0014-2999(95)00823-3
[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. PMID:9454805
[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. DOI:10.1016/0196-9781(92)90165-y
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