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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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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.
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
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
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
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
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Product Information Sheet - M4264

Product Information Sheet

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