Synonym
Angiotensin pentapeptide; (Des-1,2,3)angiotensin II; Angiotensin II (4-8);
IUPAC/Chemical Name
L-tyrosyl-L-isoleucyl-L-histidyl-L-prolyl-L-phenylalanine
InChi Key
UCHGVQMTIJAUOM-RSGBUPOYSA-N
InChi Code
InChI=1S/C35H45N7O7/c1-3-21(2)30(41-31(44)26(36)16-23-11-13-25(43)14-12-23)33(46)39-27(18-24-19-37-20-38-24)34(47)42-15-7-10-29(42)32(45)40-28(35(48)49)17-22-8-5-4-6-9-22/h4-6,8-9,11-14,19-21,26-30,43H,3,7,10,15-18,36H2,1-2H3,(H,37,38)(H,39,46)(H,40,45)(H,41,44)(H,48,49)/t21-,26-,27-,28-,29-,30-/m0/s1
SMILES Code
O=C(O)[C@H](CC1=CC=CC=C1)NC([C@H]2N(C([C@H](CC3=CNC=N3)NC([C@H]([C@@H](C)CC)NC([C@H](CC4=CC=C(O)C=C4)N)=O)=O)=O)CCC2)=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
675.78
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: Braszko JJ, WŁasienko J, Kupryszewski G, Witczuk B, Wisniewski K. Behavioral effects of angiotensin II and angiotensin II-(4-8)-pentapeptide in rats. Physiol Behav. 1988;44(3):327-32. PubMed PMID: 3222356.
2: Borawska M, Kupryszewski G, Witczuk B, Wiśniewski K. Effects of angiotensin II and its fragments: angiotensin II(3-8)-hexapeptide and angiotensin II(4-8)-pentapeptide on retrieval in passive avoidance situation in rats chronically treated with ethanol. Pol J Pharmacol Pharm. 1989 May-Jun;41(3):227-30. PubMed PMID: 2616380.
3: Niccolai N, Miles MP, Gibbons WA. Internal motions studies of an angiotensin pentapeptide using proton relaxation parameters. Biochem Biophys Res Commun. 1979 Nov 14;91(1):157-63. PubMed PMID: 229839.
4: Matsoukas JM, Hondrelis J, Keramida M, Mavromoustakos T, Makriyannis A, Yamdagni R, Wu Q, Moore GJ. Role of the NH2-terminal domain of angiotensin II (ANG II) and [Sar1]angiotensin II on conformation and activity. NMR evidence for aromatic ring clustering and peptide backbone folding compared with [des-1,2,3]angiotensin II. J Biol Chem. 1994 Feb 18;269(7):5303-12. PubMed PMID: 8106515.
5: Grouzmann E, Felix D, Imboden H, Razaname A, Mutter M. A specific template-assembled peptidic agonist for the angiotensin II receptor subtype 2 (AT2) and its effect on inferior olivary neurones. Eur J Biochem. 1995 Nov 15;234(1):44-9. PubMed PMID: 8529667.
6: Kono T, Oseko F, Ikeda F, Nakano R, Taniguchi A, Imura H, Khosla MC. Biological activity of des-(Asp1, Arg2, Val3)-angiotensin II in man. Life Sci. 1983 Jan 24;32(4):337-43. PubMed PMID: 6338332.
7: Huang H, Baussant T, Reade R, Michel JB, Corvol P. Measurement of angiotensin II concentration in rat plasma: pathophysiological applications. Clin Exp Hypertens A. 1989;11(8):1535-48. PubMed PMID: 2558819.
8: Liu KL, Lo M, Grouzmann E, Mutter M, Sassard J. The subtype 2 of angiotensin II receptors and pressure-natriuresis in adult rat kidneys. Br J Pharmacol. 1999 Feb;126(3):826-32. PubMed PMID: 10188997; PubMed Central PMCID: PMC1565866.
