Synonym
Casokefamide; beta Casomorphin 4027;
IUPAC/Chemical Name
(S)-2-amino-N-((R)-1-(((S)-1-(((R)-1-(((S)-1-amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxopropan-2-yl)-3-(4-hydroxyphenyl)propanamide
InChi Key
XDRHVZLDLNGKLM-FLVVDCEDSA-N
InChi Code
InChI=1S/C33H40N6O7/c1-19(36-32(45)26(34)16-22-8-12-24(40)13-9-22)31(44)39-28(18-21-6-4-3-5-7-21)33(46)37-20(2)30(43)38-27(29(35)42)17-23-10-14-25(41)15-11-23/h3-15,19-20,26-28,40-41H,16-18,34H2,1-2H3,(H2,35,42)(H,36,45)(H,37,46)(H,38,43)(H,39,44)/t19-,20-,26+,27+,28+/m1/s1
SMILES Code
OC1=CC=C(C=C1)C[C@@H](C(N)=O)NC([C@@H](C)NC([C@H](CC2=CC=CC=C2)NC([C@@H](C)NC([C@H](CC3=CC=C(O)C=C3)N)=O)=O)=O)=O
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
632.71
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: Schulte-Frohlinde E, Reindl W, Bierling D, Lersch C, Brantl V, Teschemacher H, Schusdziarra V. Effects of oral casokefamide on plasma levels, tolerance, and intestinal transit in man. Peptides. 2000 Mar;21(3):439-42. PubMed PMID: 10793229.
2: Brantl V, Picone D, Amodeo P, Temussi PA. Solution structure of casokefamide. Biochem Biophys Res Commun. 1993 Mar 31;191(3):853-9. PubMed PMID: 8466524.
3: Fuglsang A, Nilsson D, Nyborg NC. Using spectrophotometry to determine in vitro turnover rates of peptides in plasma. J Biochem Biophys Methods. 2004 Feb 27;58(2):139-51. PubMed PMID: 14980787.
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: Hautefeuille M, Brantl V, Dumontier AM, Desjeux JF. Effect of a beta-casomorphin analog on ion transport in rabbit ileum: evidence for a cholinergic mediation. Regul Pept Suppl. 1985;4:219-20. PubMed PMID: 2414819.