Synonym
Gastrin hexapeptide; Tyr-gly-trp-met-asp-phe-NH2; Gastrin C-terminal hexapeptide;
IUPAC/Chemical Name
(3S,6S,9S,15S)-9-((1H-indol-3-yl)methyl)-15-amino-3-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)carbamoyl)-16-(4-hydroxyphenyl)-6-(2-(methylthio)ethyl)-5,8,11,14-tetraoxo-4,7,10,13-tetraazahexadecanoic acid
InChi Key
VWZHQHYITNKMDA-FLIXOAOSSA-N
InChi Code
InChI=1S/C40H48N8O9S/c1-58-16-15-30(38(55)48-33(20-35(51)52)40(57)47-31(36(42)53)18-23-7-3-2-4-8-23)46-39(56)32(19-25-21-43-29-10-6-5-9-27(25)29)45-34(50)22-44-37(54)28(41)17-24-11-13-26(49)14-12-24/h2-14,21,28,30-33,43,49H,15-20,22,41H2,1H3,(H2,42,53)(H,44,54)(H,45,50)(H,46,56)(H,47,57)(H,48,55)(H,51,52)/t28-,30-,31-,32-,33-/m0/s1
SMILES Code
O=C(N)[C@H](CC1=CC=CC=C1)NC([C@H](CC(O)=O)NC([C@H](CCSC)NC([C@H](CC2=CNC3=C2C=CC=C3)NC(CNC([C@H](CC4=CC=C(O)C=C4)N)=O)=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
816.93
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: Gregory RA, Dockray GJ, Reeve JR Jr, Shively JE, Miller C. Isolation from porcine antral mucosa of a hexapeptide corresponding to the C-terminal sequence of gastrin. Peptides. 1983 May-Jun;4(3):319-23. PubMed PMID: 6634471.
2: Pincus MR, Carty RP, Chen J, Lubowsky J, Avitable M, Shah D, Scheraga HA, Murphy RB. On the biologically active structures of cholecystokinin, little gastrin, and enkephalin in the gastrointestinal system. Proc Natl Acad Sci U S A. 1987 Jul;84(14):4821-5. PubMed PMID: 3037525; PubMed Central PMCID: PMC305197.
3: Copps J, Ahmed S, Murphy RF, Lovas S. Gastrin 1-6 promotes growth of colon cancer cells through non-CCK receptors. Peptides. 2007 Mar;28(3):632-5. Epub 2006 Nov 28. PubMed PMID: 17126952.
4: Pincus MR, Murphy RB, Carty RP, Chen J, Shah D, Scheraga HA. Conformational analysis of possible biologically active (receptor-bound) conformations of peptides derived from cholecystokinin, cerulein and little gastrin and the opiate peptide, Met-enkephalin. Peptides. 1988;9 Suppl 1:145-52. PubMed PMID: 2856638.
