| Identification | Back Directory | [Name]
ADRENORPHIN | [CAS]
88377-68-8 | [Synonyms]
METORPHIN
ADRENORPHIN
METORPHAMIDE
METORPHINAMIDE
Adrenorphin(3TFA)
adrenorphin amide
ADRENORPHIN (BOVINE)
Adrenorphin (metorphamide)
Tyr-Gly-Gly-Phe-Arg-Arg-Val-NH2
PROENKEPHALIN (206-213) (BOVINE)
TYR-GLY-GLY-PHE-MET-ARG-ARG-VAL-NH2
tyr-gly-gly-phe-met-arg-arg-val amide
H-TYR-GLY-GLY-PHE-MET-ARG-ARG-VAL-NH2
Metorphamide, Tyr-Gly-Gly-Phe-Met-Arg-Arg-Val amide
TYROSINE-GLYCINE-GLYCINE-PHENYLALANINE-METHIONINE-ARGININE- ARGININE-VALINE AMIDE)
L-Valinamide, L-tyrosylglycylglycyl-L-phenylalanyl-L-methionyl-L-arginyl-L-arginyl- | [Molecular Formula]
C44H69N15O9S | [MDL Number]
MFCD00065523 | [MOL File]
88377-68-8.mol | [Molecular Weight]
984.18 |
| Chemical Properties | Back Directory | [density ]
1.42±0.1 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
insoluble in EtOH; ≥48.7 mg/mL in H2O; ≥98.4 mg/mL in DMSO | [form ]
Solid | [pka]
9.97±0.15(Predicted) | [Sequence]
H-Tyr-Gly-Gly-Phe-Met-Arg-Arg-Val-NH2 |
| Hazard Information | Back Directory | [Biological Activity]
adrenorphin (metorphamide) is a potent inhibitor of nicotine-induced adrenaline and noradrenaline release with ic50 value of 10 μm [1].adrenorphin (metorphamide) is an endogenous, c-terminally amidated, opioid octapeptide (tyr-gly-gly-phe-met-arg-arg-val-nh2) that is produced from proteolytic cleavage of proenkephalin a and is widely distributed throughout the mammalian brain [2].adrenorphin (metorphamide) is selective nicotine-induced adrenaline and noradrenaline release inhibitor and has higher than 100-fold more potent than the reported nicotine-induced adrenaline and noradrenaline release inhibitor met5-enkephalin. when tested with bovine adrenal chromaffin cells, adrenorphin (metorphamide) showed inhibition on 5 μm nicotine-induced atp release by almost 50% at 5μm and the inhibition was not in a dose-dependent manner [1]. in bioassays and binding assays, metorphamide exhibited high μ-binding activity, as well as κ-binding activity with nearly half percent toμ-binding activity, while showed no activity on δ-binding [2]. | [References]
[1]. marley, p.d., k.i. mitchelhill, and b.g. livett, metorphamide, a novel endogenous adrenal opioid peptide, inhibits nicotine-induced secretion from bovine adrenal chromaffin cells. brain res, 1986. 363(1): p. 10-7.
[2]. weber, e., et al., metorphamide: isolation, structure, and biologic activity of an amidated opioid octapeptide from bovine brain. proc natl acad sci u s a, 1983. 80(23): p. 7362-6. |
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