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Key Documents

M4264

Sigma-Aldrich

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:
Molecular Weight:
521.61
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥97% (HPLC)

storage temp.

−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

InChI key

ARSDMYCQCLQDBN-UHFFFAOYSA-N

Biochem/physiol Actions

Agonist for μ opioid receptors

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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K S Rózsa et al.
General pharmacology, 27(8), 1337-1345 (1996-12-01)
1. The interaction between GABA and opioid peptides (met-enkephalin and morphiceptin) was studied on the identified, isolated and internally perfused neurons of Lymnaea stagnalis L. (Gastropoda, Basommatophora). 2. GABA (10(-7)-10(-5)M) activated a Cl-dependent inward current with about -20 mV equilibrium
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
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
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
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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