β-Casomorphin (1-5) (bovine)

β-Casomorphin (1-5), bovine is a peptide of bovine β-Casomorphin.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
β-Casomorphin (1-5) (bovine)(CAS 72122-63-5)

CAT No: R1868

CAS No:72122-63-5

Synonyms/Alias:beta-casomorphin 5;72122-63-5;Tyr-pro-phe-pro-gly;CHEMBL2370515;Beta-Casomorphin-5;beta-Casomorphin (1-5) (bovine) acetate salt;2-[[(2S)-1-[(2S)-2-[[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]pyrrolidine-2-carbonyl]amino]acetic acid;-Casomorphin (1-5), bovine;beta-Casomorphin (1-5) TFA;|A-Casomorphin (1-5) TFA;HY-P1779;BDBM50089071;AS-87860;DA-79179;FC108654;CS-0095624;l-tyrosyl-l-prolyl-l-phenylalanyl-l-prolylglycine;({1-[2-({1-[2-Amino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionyl]-pyrrolidine-2-carbonyl}-amino)-acetic acid;2-((S)-1-((S)-2-((S)-1-((S)-2-amino-3-(4-hydroxyphenyl)propanoyl)pyrrolidine-2-carboxamido)-3-phenylpropanoyl)pyrrolidine-2-carboxamido)acetic acid;

Chemical Name:2-[[(2S)-1-[(2S)-2-[[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]pyrrolidine-2-carbonyl]amino]acetic acid

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cGMP Peptide
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  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C30H37N5O7
M.W/Mr.
579.6
Sequence
One Letter Code:YPFPG
Three Letter Code:H-Tyr-Pro-Phe-Pro-Gly-OH
Application
β-casomorphins are used to study their differential effects on processes such as hyperglycemia, oxidative stress, opioid signaling, and immunosuppression.
Appearance
White or off-white lyophilized powder
Purity
≥97% (HPLC)

β-Casomorphin (1-5) (bovine) is a bioactive peptide fragment derived from the enzymatic digestion of bovine β-casein. As a member of the casomorphin family, it is characterized by its opioid-like activity and unique sequence, which enables specific interactions with opioid receptors. This pentapeptide has attracted significant attention in biochemical research due to its role in modulating physiological processes such as neurotransmission, gastrointestinal function, and immune response. Its well-defined structure and functional properties make it a valuable tool for exploring protein-peptide interactions, receptor binding mechanisms, and the biological consequences of milk-derived peptides.

Opioid Receptor Research: β-Casomorphin (1-5) (bovine) serves as a model ligand in studies investigating the pharmacology and signaling of opioid receptors. Its affinity for μ-opioid receptors allows researchers to dissect receptor-ligand interactions, assess binding kinetics, and elucidate downstream signaling pathways. By employing this peptide in receptor assays, scientists can better understand the structural requirements for opioid activity and the molecular determinants of receptor selectivity, contributing to broader knowledge of neuropeptide signaling.

Neurobiology and Behavioral Studies: The pentapeptide is frequently utilized in neurobiological research to examine the influence of dietary peptides on neural function and behavior. Its capacity to cross the intestinal barrier and interact with central and peripheral opioid receptors makes it relevant for studies on the gut-brain axis, modulation of neurotransmitter release, and behavioral responses to exogenous peptides. Experimental models leveraging β-Casomorphin (1-5) (bovine) provide insight into how food-derived peptides may impact mood, cognition, and stress response at the molecular and systemic levels.

Gastrointestinal Physiology Investigations: Researchers use this peptide to study its effects on gastrointestinal motility, secretion, and barrier function. By simulating the presence of dietary casomorphins in in vitro and ex vivo models, scientists can probe the mechanisms underlying peptide-induced changes in intestinal transit, smooth muscle activity, and epithelial permeability. Such investigations are crucial for understanding the physiological roles of milk-derived peptides in digestion and nutrient absorption, as well as their potential to influence gut homeostasis.

Peptide Transport and Absorption Studies: β-Casomorphin (1-5) (bovine) is widely applied in experiments designed to explore peptide transport mechanisms across biological membranes. Its defined structure and bioactivity make it an ideal substrate for characterizing peptide transporter specificity, uptake kinetics, and metabolic stability in intestinal and blood-brain barrier models. These studies help clarify the factors governing the bioavailability and systemic distribution of dietary peptides, informing the development of novel delivery systems and functional foods.

Analytical Method Development: The peptide is also employed as a reference standard or model analyte in the development and validation of analytical techniques for peptide detection and quantification. Techniques such as high-performance liquid chromatography (HPLC), mass spectrometry, and immunoassays often utilize β-Casomorphin (1-5) (bovine) to optimize separation parameters, assess sensitivity, and establish calibration curves. Its use in these contexts supports advances in peptide analytics, enabling precise measurement of bioactive peptides in complex biological matrices.

Length
5
Shipping Condition
Wet ice in continental US; may vary elsewhere
InChI
InChI=1S/C30H37N5O7/c31-22(16-20-10-12-21(36)13-11-20)29(41)34-14-5-9-25(34)28(40)33-23(17-19-6-2-1-3-7-19)30(42)35-15-4-8-24(35)27(39)32-18-26(37)38/h1-3,6-7,10-13,22-25,36H,4-5,8-9,14-18,31H2,(H,32,39)(H,33,40)(H,37,38)/t22-,23-,24-,25-/m0/s1
InChI Key
PKKIDZFGRQACGB-QORCZRPOSA-N
Canonical SMILES
C1CC(N(C1)C(=O)C(CC2=CC=C(C=C2)O)N)C(=O)NC(CC3=CC=CC=C3)C(=O)N4CCCC4C(=O)NCC(=O)O
Isomeric SMILES
C1C[C@H](N(C1)C(=O)[C@H](CC2=CC=C(C=C2)O)N)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N4CCC[C@H]4C(=O)NCC(=O)O

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