β-Casomorphin (1-7), bovine

β-casomorphin, bovine (β-casomorphin-7) is a opioid peptide with an IC50 of 14 μM in an Opioid receptors binding assay.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
β-Casomorphin (1-7), bovine(CAS 72122-62-4)

CAT No: 10-101-280

CAS No:72122-62-4

Synonyms/Alias:72122-62-4;beta-casomorphin 7;beta-Casomorphin (bovine);Tyr-pro-phe-pro-gly-pro-ile;Beta-casomorphine-7;beta-Casomorphin, bovine;Tyrosyl-prolyl-phenylalanyl-prolylglycyl-prolyl-isoleucine;(2S,3S)-2-[[(2S)-1-[2-[[(2S)-1-[(2S)-2-[[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]pyrrolidine-2-carbonyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-3-methylpentanoic acid;CHEMBL2370605;l-tyrosyl-l-prolyl-l-phenylalanyl-l-prolylglycyl-l-prolyl-l-isoleucine;L-Isoleucine, N-(1-(N-(1-(N-(1-L-tyrosyl-L-prolyl)-L-phenylalanyl)-L-prolyl)glycyl)-L-prolyl)-;Beta Casomorphin;beta-Casomorphin-7 (bovine);-Casomorphin, bovine;beta-Casomorphin bovine;BETA-CASOMORPHIN(BOVINE);SCHEMBL22413056;DTXSID10992846;HY-P0179;BDBM50089072;DA-79181;FC108651;CS-0021096;-Casomorphin-7 (bovine);Bovine -casomorphin-7;(2S,3S)-2-((S)-1-(2-((S)-1-((S)-2-((S)-1-((S)-2-amino-3-(4-hydroxyphenyl)propanoyl)pyrrolidine-2-carboxamido)-3-phenylpropanoyl)pyrrolidine-2-carboxamido)acetyl)pyrrolidine-2-carboxamido)-3-methylpentanoic acid;(2S,3S)-2-{[(2S)-1-(2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidin-2-yl]formamido}-3-methylpentanoic acid;2-({1-[2-({1-[2-({1-[2-Amino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionyl]-pyrrolidine-2-carbonyl}-amino)-acetyl]-pyrrolidine-2-carbonyl}-amino)-3-methyl-pentanoic acid;N-[Hydroxy(1-{N-[hydroxy(1-{N-[hydroxy(1-tyrosylpyrrolidin-2-yl)methylidene]phenylalanyl}pyrrolidin-2-yl)methylidene]glycyl}pyrrolidin-2-yl)methylidene]isoleucine;

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M.F/Formula
C41H55N7O9
M.W/Mr.
789.9
Sequence
One Letter Code:YPFPGPI
Three Letter Code:H-Tyr-Pro-Phe-Pro-Gly-Pro-Ile-OH
Purity
≥97% (HPLC)

β-Casomorphin (1-7), bovine is a bioactive peptide fragment derived from the enzymatic digestion of bovine β-casein, a major milk protein. Structurally, it belongs to the family of exogenous opioid peptides, characterized by their ability to interact with opioid receptors. The sequence of β-Casomorphin (1-7) endows it with significant affinity for these receptors, imparting functional properties that are of broad interest in biochemical, physiological, and neurochemical research. Its unique origin and selective bioactivity make it a valuable molecular tool for investigating peptide-receptor interactions, enzymatic degradation pathways, and the broader implications of dietary peptides in mammalian systems.

Opioid receptor research: As a well-characterized opioid peptide, β-Casomorphin (1-7) is widely utilized in studies exploring the pharmacodynamics and binding specificity of opioid receptors. Its defined sequence and bovine origin enable researchers to probe the selectivity and activation profiles of μ-opioid and related receptor subtypes in vitro. Through receptor binding assays and functional studies, this peptide aids in elucidating the molecular mechanisms underlying opioid signaling, receptor desensitization, and downstream cellular responses.

Peptide metabolism and enzymology: β-Casomorphin (1-7) serves as a robust substrate for examining the proteolytic activity of various peptidases and proteases, including dipeptidyl peptidase IV, aminopeptidases, and neutral endopeptidases. By tracking its degradation kinetics and identifying metabolic fragments, scientists can characterize enzyme specificity, inhibitor efficacy, and the metabolic fate of dietary peptides. Such studies are instrumental in understanding the bioavailability and physiological persistence of food-derived peptides.

Nutritional biochemistry: Research into the fate and function of milk-derived peptides frequently employs β-Casomorphin (1-7) as a model compound. Its presence and transformation during gastrointestinal digestion are central to studies investigating the release, absorption, and biological activity of casein-derived peptides. This line of inquiry provides insights into the nutritional and functional properties of dairy proteins, supporting advancements in food science and the development of peptide-enriched nutritional products.

Neurochemical pathway analysis: The modulatory effects of β-Casomorphin (1-7) on neurotransmitter systems render it a useful probe for dissecting neurochemical pathways influenced by opioid peptides. Experimental models employing this peptide facilitate the study of endogenous and exogenous opioid interactions with neuronal signaling, synaptic transmission, and neuropeptide regulation. Such investigations contribute to a deeper understanding of the role of dietary and endogenous peptides in central nervous system function.

Analytical method development: Owing to its well-defined structure and bioactivity, β-Casomorphin (1-7) is employed as a reference standard in the development and validation of analytical techniques, including liquid chromatography, mass spectrometry, and immunoassays. These methods are essential for the sensitive detection, quantification, and characterization of peptide fragments in complex biological matrices, supporting both basic research and quality control in biochemical and food science laboratories.

Long-term Storage Conditions
10 mM in DMSO
Shipping Condition
Shipped at room temperature
InChI
InChI=1S/C41H55N7O9/c1-3-25(2)35(41(56)57)45-38(53)32-13-7-19-46(32)34(50)24-43-36(51)31-12-8-21-48(31)40(55)30(23-26-10-5-4-6-11-26)44-37(52)33-14-9-20-47(33)39(54)29(42)22-27-15-17-28(49)18-16-27/h4-6,10-11,15-18,25,29-33,35,49H,3,7-9,12-14,19-24,42H2,1-2H3,(H,43,51)(H,44,52)(H,45,53)(H,56,57)/t25-,29-,30-,31-,32-,33-,35-/m0/s1
InChI Key
RKYJTDSQXOMDAD-JKXTZXEVSA-N
Canonical SMILES
CCC(C)C(C(=O)O)NC(=O)C1CCCN1C(=O)CNC(=O)C2CCCN2C(=O)C(CC3=CC=CC=C3)NC(=O)C4CCCN4C(=O)C(CC5=CC=C(C=C5)O)N
Isomeric SMILES
CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@@H]2CCCN2C(=O)[C@H](CC3=CC=CC=C3)NC(=O)[C@@H]4CCCN4C(=O)[C@H](CC5=CC=C(C=C5)O)N

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