Synonym
beta-Casomorphin 4; Tyr-pro-phe-pro;
IUPAC/Chemical Name
L-tyrosyl-L-prolyl-L-phenylalanyl-L-proline
InChi Key
DCGNJQAPLOBXDM-ZJZGAYNASA-N
InChi Code
InChI=1S/C28H34N4O6/c29-21(16-19-10-12-20(33)13-11-19)26(35)31-14-4-8-23(31)25(34)30-22(17-18-6-2-1-3-7-18)27(36)32-15-5-9-24(32)28(37)38/h1-3,6-7,10-13,21-24,33H,4-5,8-9,14-17,29H2,(H,30,34)(H,37,38)/t21-,22-,23-,24-/m0/s1
SMILES Code
O=C(O)[C@H]1N(C([C@H](CC2=CC=CC=C2)NC([C@H]3N(C([C@H](CC4=CC=C(O)C=C4)N)=O)CCC3)=O)=O)CCC1
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
522.60
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Widy-Tyszkiewicz E, Członkowski A. Analgesic activity of morphiceptin, beta-casomorphin-4, and deltakephalin in normotensive Wistar-Glaxo and spontaneously hypertensive rats. Peptides. 1989 May-Jun;10(3):539-44. PubMed PMID: 2780414.
2: Blass EM, Blom J. beta-Casomorphin causes hypoalgesia in 10-day-old rats: evidence for central mediation. Pediatr Res. 1996 Feb;39(2):199-203. PubMed PMID: 8825787.
3: Lin L, Umahara M, York DA, Bray GA. Beta-casomorphins stimulate and enterostatin inhibits the intake of dietary fat in rats. Peptides. 1998;19(2):325-31. PubMed PMID: 9493865.
4: Allescher HD, Storr M, Piller C, Brantl V, Schusdziarra V. Effect of opioid active therapeutics on the ascending reflex pathway in the rat ileum. Neuropeptides. 2000 Jun-Aug;34(3-4):181-6. PubMed PMID: 11021978.
5: Gaggelli E, D'Amelio N, Gaggelli N, Valensin G. Metal ion effects on the cis/trans isomerization equilibrium of proline in short-chain peptides: a solution NMR study. Chembiochem. 2001 Aug 3;2(7-8):524-9. PubMed PMID: 11828485.
6: Panksepp J, Normansell L, Siviy S, Rossi J 3rd, Zolovick AJ. Casomorphins reduce separation distress in chicks. Peptides. 1984 Jul-Aug;5(4):829-31. PubMed PMID: 6541784.
7: Rabgaoui N, Guérin MC, Torreilles J. Casein-derived peptides can modulate the production of 5-hydroxyeicosatetraenoic acid in human neutrophils. Biochem Cell Biol. 1994 Jul-Aug;72(7-8):305-11. PubMed PMID: 7893470.
