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Merck

M4264

Sigma-Aldrich

Morphiceptin hydrochloride

≥97% (HPLC)

Synonym(e):

β-Casomorphin 1-4 amide, Tyr-Pro-Phe-Pro-NH2

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About This Item

Empirische Formel (Hill-System):
C28H35N5O5
CAS-Nummer:
Molekulargewicht:
521.61
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:

Assay

≥97% (HPLC)

Lagertemp.

−20°C

SMILES String

Cl.NC(Cc1ccc(O)cc1)C(=O)N2CCCC2C(=O)NC(Cc3ccccc3)C(=O)N4CCCC4C(N)=O

InChI

1S/C28H35N5O5.ClH/c29-21(16-19-10-12-20(34)13-11-19)27(37)33-15-5-9-24(33)26(36)31-22(17-18-6-2-1-3-7-18)28(38)32-14-4-8-23(32)25(30)35;/h1-3,6-7,10-13,21-24,34H,4-5,8-9,14-17,29H2,(H2,30,35)(H,31,36);1H

InChIKey

ARSDMYCQCLQDBN-UHFFFAOYSA-N

Biochem./physiol. Wirkung

Agonist for μ opioid receptors

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Toru Ota et al.
Journal of agricultural and food chemistry, 53(15), 6112-6116 (2005-07-21)
Morphiceptin (Tyr-Pro-Phe-Pro-NH(2)), tetrapeptide, was synthesized using dipeptidyl aminopeptidase IV (DP IV, EC 3.4.14.5) derived from Aspergillus oryzae RIB 915 as a catalyst. Tyr-Pro-OEt was incubated with Phe-Pro-NH(2) in the presence of DP IV under various conditions of temperature, concentrations of
Jakub Fichna et al.
Biochemical pharmacology, 69(1), 179-185 (2004-12-14)
In the present study we investigated and compared the in vivo analgesia of centrally administered endomorphin-2 and morphiceptin, and their analogs modified in position 3. Two series of analogs were synthesized by introducing unnatural aromatic amino acids in the D
Jakub Fichna et al.
The Journal of pharmacology and experimental therapeutics, 317(3), 1150-1154 (2006-02-25)
A functional assay, based on aequorin-derived luminescence triggered by receptor-mediated changes in intracellular calcium levels, was used to examine relative potency and efficacy of the mu-opioid agonists endomorphin-1, endomorphin-2, morphiceptin, and their position 3-substituted analogs, as well as the delta-agonist
K J Chang et al.
Science (New York, N.Y.), 212(4490), 75-77 (1981-04-03)
The synthetic peptide NH2-Tyr-Pro-Phe-Pro-CONH2 (morphiceptin), which is the amide of a fragment of the milk protein beta-casein, has morphinelike activities and is highly specific for morphine (mu) receptors but not for enkephalin (delta) receptors. It is as active as morphine
Anna Janecka et al.
Biochemical pharmacology, 71(1-2), 188-195 (2005-11-18)
Cyclic analogs of the opioid peptides endomorphin-2 and morphiceptin of the type Tyr-X-Phe-Phe-Y-NH2 and Tyr-X-Phe-D-Pro-Y-NH2 (X = Lys or Asp and Y = Lys or Asp), respectively, were synthesized in order to test their structure-activity relationships. Antinociceptive activity of the

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