Synonym
Tetrapeptide-5; beta-Ala-his-seryl-hist;
IUPAC/Chemical Name
(3-aminopropanoyl)-L-histidyl-L-seryl-L-histidine
InChi Key
QTEWJFPLRGWOOU-IHRRRGAJSA-N
InChi Code
InChI=1S/C18H26N8O6/c19-2-1-15(28)24-12(3-10-5-20-8-22-10)16(29)26-14(7-27)17(30)25-13(18(31)32)4-11-6-21-9-23-11/h5-6,8-9,12-14,27H,1-4,7,19H2,(H,20,22)(H,21,23)(H,24,28)(H,25,30)(H,26,29)(H,31,32)/t12-,13-,14-/m0/s1
SMILES Code
O=C(O)[C@H](CC1=CNC=N1)NC([C@H](CO)NC([C@H](CC2=CNC=N2)NC(CCN)=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
450.45
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: Ivanova EA, Sarycheva NY, Dubynin VA, Malyshev AV, Kalikhevich VN, Ardemasova ZA, Kamensky AA. Behavioral effects of original tetrapeptide, an analog of N-terminal nociceptin fragment. Bull Exp Biol Med. 2012 Jun;153(2):177-81. English, Russian. PubMed PMID: 22816077.
2: Izquierdo S, Kogan MJ, Parella T, Moglioni AG, Branchadell V, Giralt E, Ortuño RM. 14-helical folding in a cyclobutane-containing beta-tetrapeptide. J Org Chem. 2004 Jul 23;69(15):5093-9. PubMed PMID: 15255742.
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5: Seguin L, Seznec JC, Fillion G. The endogenous cerebral tetrapeptide 5-HT-moduline reduces in vivo the functional activity of central 5-HT1B receptors in the rat. Neurosci Res. 1997 Mar;27(3):277-80. PubMed PMID: 9129186.
6: Amoscato AA, Balasubramaniam A, Alexander JW, Babcock GF. Degradation of thymopentin by human lymphocytes: evidence for aminopeptidase activity. Biochim Biophys Acta. 1988 Jul 20;955(2):164-74. PubMed PMID: 3293664.
7: Rich DH, Jasensky RD, Mueller GC, Anderson KE. Analogues of the cytostatic cyclic tetrapeptide chlamydocin. Synthesis of N beta-(N-maleoylglycyl) and N beta-(tert-butyloxycarbonyl) derivatives of cyclo(Gly-L-Phe-D-Pro-L-Dap). J Med Chem. 1981 May;24(5):567-72. PubMed PMID: 7241514.
