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Merck
CN

M4264

Morphiceptin hydrochloride

≥97% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C28H35N5O5
CAS Number:
87777-29-5
Molecular Weight:
521.61
UNSPSC Code:
12352200
PubChem Substance ID:
24896813
MDL number:
MFCD00133541

Key Documents

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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

SMILES string

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

InChI key

ARSDMYCQCLQDBN-UHFFFAOYSA-N

assay

≥97% (HPLC)

storage temp.

−20°C

Biochem/physiol Actions

Agonist for μ opioid receptors

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
090H58304
090H58305

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Jakub Fichna et al.
Peptides, 29(4), 633-638 (2008-02-01)
The morphiceptin-derived peptide [Dmt1, d-1-Nal3]morphiceptin, labeled mu-opioid receptor (MOP) with very high affinity and selectivity in the receptor binding assays. In the mouse hot plate test, [Dmt1, d-1-Nal3]morphiceptin given intracerebroventricularly (i.c.v.) produced profound supraspinal analgesia, being approximately 100-fold more potent
Paolo Grieco et al.
Journal of medicinal chemistry, 48(9), 3153-3163 (2005-04-29)
We describe the design, the conformational behavior, and the biological activity at the mu-opioid receptor of new morphiceptin analogues. In these analogues a recently described dipeptide mimetic structure replaces both the N- and the C-terminal Xaa-Pro dipeptide of morphiceptin. Conformational
Katarzyna Gach et al.
Peptides, 31(8), 1617-1624 (2010-05-04)
Morphiceptin (Tyr-Pro-Phe-Pro-NH(2)), a tetrapeptide present in the enzymatic digest of bovine beta-casein, is a selective ligand of the mu-opioid receptor. In the present study, we describe the synthesis of a series of novel morphiceptin analogs modified in positions 1-3. Two
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
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
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Product Information Sheet - M4264

Product Information Sheet

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