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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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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
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
R Goswami et al.
Journal of neurochemistry, 70(4), 1376-1382 (1998-04-02)
The mechanism by which opiates affect fetal development is unknown, but one potential target is the programmed cell death (apoptosis) pathway of neurons. Apoptosis was induced in both primary neuronal cultures from embryonic day 7 cerebral hemispheres of chick brain
Jakub Fichna et al.
Biochemical and biophysical research communications, 320(2), 531-536 (2004-06-29)
Analogs of morphiceptin (Tyr-Pro-Phe-Pro-NH2), a mu-selective opioid receptor ligand, with position 3-modifications, including altered size, lipophilicity, and electronic character, while maintaining aromaticity were synthesized. The activity of the new analogs in in vitro assays and in in vivo hot-plate test

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