Related CAS #
72194-57-1 (free base); 127428-47-1 (HCl)
Synonym
S 2366; S2366; S-2366; S 2366 free base
IUPAC/Chemical Name
(S)-N-((S)-5-guanidino-1-((4-nitrophenyl)amino)-1-oxopentan-2-yl)-1-((S)-5-oxopyrrolidine-2-carbonyl)pyrrolidine-2-carboxamide
InChi Key
WPVINHLVHHPBMK-ULQDDVLXSA-N
InChi Code
InChI=1S/C22H30N8O6/c23-22(24)25-11-1-3-15(19(32)26-13-5-7-14(8-6-13)30(35)36)28-20(33)17-4-2-12-29(17)21(34)16-9-10-18(31)27-16/h5-8,15-17H,1-4,9-12H2,(H,26,32)(H,27,31)(H,28,33)(H4,23,24,25)/t15-,16-,17-/m0/s1
SMILES Code
NC(=N)NCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]2CCC(=O)N2)C(=O)Nc3ccc(cc3)[N+](=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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
502.53
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: Vivas-Ruiz DE, Sandoval GA, Gonzalez-Kozlova E, Zarria-Romero J, Lazo F, Rodríguez E, Magalhães HPB, Chávez-Olortegui C, Oliveira LS, Alvarenga VG, Urra FA, Toledo J, Yarlequé A, Eble JA, Sanchez EF. Fibrinogen-clotting enzyme, pictobin, from Bothrops pictus snake venom. Structural and functional characterization. Int J Biol Macromol. 2020 Jun 15;153:779-795. doi: 10.1016/j.ijbiomac.2020.03.055. Epub 2020 Mar 10. PMID: 32169454.
2: Hortin GL, Trimpe BL. Allosteric changes in thrombin's activity produced by peptides corresponding to segments of natural inhibitors and substrates. J Biol Chem. 1991 Apr 15;266(11):6866-71. PMID: 1849894.
3: Lövgren A, Deinum J, Rosén S, Bryngelhed P, Rosén P, Hansson KM. Characterization of thrombin derived from human recombinant prothrombin. Blood Coagul Fibrinolysis. 2015 Jul;26(5):545-55. doi: 10.1097/MBC.0000000000000289. PMID: 25811451; PMCID: PMC4500656.
4: Su YC, Miller TN, Navaneetham D, Schoonmaker RT, Sinha D, Walsh PN. The role of factor XIa (FXIa) catalytic domain exosite residues in substrate catalysis and inhibition by the Kunitz protease inhibitor domain of protease nexin 2. J Biol Chem. 2011 Sep 9;286(36):31904-14. doi: 10.1074/jbc.M111.257527. Epub 2011 Jul 21. PMID: 21778227; PMCID: PMC3173081.
5: Odegaard OR, Try K, Andersson TR. Protein C: an automated activity assay. Haemostasis. 1987;17(3):109-13. doi: 10.1159/000215567. PMID: 3609912.
6: Li QQ, Yang FQ, Wang YZ, Wu ZY, Xia ZN, Chen H. Evaluation of thrombin inhibitory activity of catechins by online capillary electrophoresis-based immobilized enzyme microreactor and molecular docking. Talanta. 2018 Aug 1;185:16-22. doi: 10.1016/j.talanta.2018.03.049. Epub 2018 Mar 18. PMID: 29759183.
7: Briseid K, Johannesen S. Part of purified human plasma kallikrein removed together with a remaining IgG fraction--immunoblot experiments and functional tests. Scand J Clin Lab Invest. 2002;62(1):21-4. doi: 10.1080/003655102753517163. PMID: 12002409.
8: Tormoen GW, Rugonyi S, Gruber A, McCarty OJ. The role of carrier number on the procoagulant activity of tissue factor in blood and plasma. Phys Biol. 2011 Dec;8(6):066005. doi: 10.1088/1478-3975/8/6/066005. Epub 2011 Nov 2. PMID: 22048420; PMCID: PMC3529913.
9: Sinha D, Badellino KO, Marcinkiewicz M, Walsh PN. Allosteric modification of factor XIa functional activity upon binding to polyanions. Biochemistry. 2004 Jun 15;43(23):7593-600. doi: 10.1021/bi049808c. PMID: 15182201.
10: Marcinkiewicz MM, Sinha D, Walsh PN. Productive recognition of factor IX by factor XIa exosites requires disulfide linkage between heavy and light chains of factor XIa. J Biol Chem. 2012 Feb 24;287(9):6187-95. doi: 10.1074/jbc.M111.291989. Epub 2011 Dec 29. PMID: 22207756; PMCID: PMC3307291.