| Identification | Back Directory | [Name]
H-PRO-LEU-GLY-NH2 | [CAS]
2002-44-0 | [Synonyms]
MIF-1
MIF-I
PLG-NH2
MSH-R-IF
MIF, AMIDE
MELANOSTATIN
Melanostatin I
PRO-LEU-GLY-NH2
PRO-LEU-GLY AMIDE
H-PRO-LEU-GLY-NH2
Melanocyte-stimulati
L-prolyl-L-leucylglycinamide
MSH-RELEASE INHIBITING FACTOR
MSH-release inhibiting factor I
Glycinamide, L-prolyl-L-leucyl-
MSH RELEASE INHIBITING FACTOR, AMIDE
L-Prolyl-L-leucylglycinamide, hemihydrate
PRO-LEU-GLY AMIDE;MIF-I;OXYTOCIN FRAGMENT 7-9
Melanostatin, MIF-I, Oxytocin fragment 7-9
MELANOCYTE STIMULATING HORMONE RELEASING FACTOR
MELANOCYTE STIMULATING HORMONE RELEASE INHIBITING FACTOR
Melanocyte-stimulating hormone release inhibiting factor I
Melanocyte-stimulating hormone release-inhibiting factor I
MIF-I, Melanostatin, Melanotropin Release-Inhibiting Factor
MELANOCYTE STIMULATING HORMONE RELEASE INHIBITING FACTOR, AMIDE
MIF-1;MSH-R-IF;MELANOCYTE-STIMULATING HORMONE RELEASE-INHIBITING FACTOR
(2S)-N-[(1S)-1-[(2-amino-2-keto-ethyl)carbamoyl]-3-methyl-butyl]pyrrolidine-2-carboxamide
(S)-N-((S)-1-((2-Amino-2-oxoethyl)amino)-4-methyl-1-oxopentan-2-yl)pyrrolidine-2-carboxamide
(2S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
(2S)-N-[(2S)-1-[(2-azanyl-2-oxo-ethyl)amino]-4-methyl-1-oxo-pentan-2-yl]pyrrolidine-2-carboxamide | [EINECS(EC#)]
217-902-7 | [Molecular Formula]
C13H24N4O3 | [MDL Number]
MFCD00037866 | [MOL File]
2002-44-0.mol | [Molecular Weight]
284.35 |
| Chemical Properties | Back Directory | [Melting point ]
122-123 °C(Solv: water (7732-18-5)) | [Boiling point ]
626.2±55.0 °C(Predicted) | [density ]
1.147±0.06 g/cm3(Predicted) | [storage temp. ]
-15°C | [solubility ]
≥59.1 mg/mL in DMSO; ≥50 mg/mL in EtOH; ≥50 mg/mL in H2O | [form ]
Lyophilized powder | [pka]
14.10±0.20(Predicted) | [Water Solubility ]
Soluble in water. | [Sequence]
H-Pro-Leu-Gly-NH2 |
| Hazard Information | Back Directory | [Uses]
L-Prolyl-L-leucylglycinamide is shown to be effective in treating human depression with greater efficacy and faster onset of action than traditional anti-depressants.Also, it is used in the synthesis of novel analogs to be tested for their ability to enhance the binding of [3H]-N-propylnorapomorphine to short isoform of human dopamine D2 receptors. | [Definition]
ChEBI: Melanostatin is an oligopeptide. | [Biological Activity]
melanocyte stimulating hormone release inhibiting factor,(c13h24n4o3), a tri-peptide with the sequence h2n-pro-leu-gly-amide, mw= 284.35. melanocyte-inhibiting factor (also known as pro-leu-gly-nh2, melanostatin, msh release-inhibiting hormone or mif-1) is an endogenous peptide fragment derived from cleavage of the hormone oxytocin, but having generally different actions in the body(1). mif-1 produces multiple effects, both blocking the effects of opioid receptor activation(2), while at the same time acting as a positive allosteric modulator of the d2 and d4 dopamine receptor subtypes, as well as inhibiting release of other neuropeptides such as alpha-msh, and potentiating melatonin activity(3). mif-1 is unusually resistant to metabolism in the bloodstream, and crosses the blood–brain barrier easily, though it is poorly active orally and is usually injected.figure1 formula of melanocyte stimulating hormone release inhibiting factor | [in vivo]
MIF-1 (Melanostatin, 1 mg/kg; i.p.; once, for 1 hour; male Wistar rats) modulates the analgesic effects and stress-induced analgesia (SIA)[1].
MIF-1 (Melanostatin, 1 mg/kg; i.p.; daily, for 8 weeks; Sprague-Dawley rats) attenuates spiroperidol-induced impairment of development of striatal dopamine D2 receptors in rats[3]. | Animal Model: | Male Wistar rats[1] | | Dosage: | 1 mg/kg | | Administration: | Intraperitoneal injection; once, for 1 hour | | Result: | Decreased the analgesic effect. Increased the pain threshold for at least 1 h. |
| Animal Model: | Sprague-Dawley rats[3] | | Dosage: | 1 mg/kg | | Administration: | Intraperitoneal injection; daily, for 8 weeks | | Result: | Attenuated the ontogenic impairment of striatal D2 receptors that was produced by spiroperidol (HY-B1371) treatment. |
| [storage]
Desiccate at -20°C | [References]
1. Celis ME, Taleisnik S, Walter R (July 1971). "Regulation of formation and proposed structure of the factor inhibiting the release of melanocyte-stimulating hormone". Proceedings of the National Academy of Sciences of the United States of America 68 (7): 1428–33.2. Contreras PC, Takemori AE (June 1984). "Effect of prolyl-leucyl-glycinamide and alpha-melanocyte-stimulating hormone on levorphanol-induced analgesia, tolerance and dependence". Life Sciences 34 (26): 2559–66.3. Sandyk R (May 1990). "MIF-induced augmentation of melatonin functions: possible relevance to mechanisms of action of MIF-1 inmovement disorders". The International Journal of Neuroscience 52 (1-2): 59–65. |
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