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Aprotinin
Category | Influenza Virus |
CAS | 9087-70-1 |
Description | Aprotinin is the small protein bovine pancreatic trypsin inhibitor (BPTI). It is an antifibrinolytic molecule that inhibits trypsin and related proteolytic enzymes. It is a competitive serine protease inhibitor which blocks the active sites of enzyme by forming stable complexes with. It is a monomeric globular protein derived from bovine lung that consists of 58 amino acids, arranged in a single polypeptide chain with three crosslinking disulfide bridges. It is used as a medication administered by injection to reduce bleeding during complex surgery, such as heart and liver surgery. It is used clinically to prevent postoperative blood loss and reduce transfusion requirements in those procedures which employ extracorporeal circulation. It is also used as a protein purification tool to prevent proteases present in tissue samples from degrading the protein of interest. It was temporarily withdrawn worldwide in 2007. It was reverted its previous standpoint regarding aprotinin by the European Medicines Agency (EMA) scientific committee in February 2012. |
Product Information
Synonyms | H-ARG-PRO-ASP-PHE-CYS-LEU-GLU-PRO-PRO-TYR-THR-GLY-PRO-CYS-LYS-ALA-ARG-ILE-ILE-ARG-TYR-PHE-TYR-ASN-ALA-LYS-ALA-GLY-LEU-CYS-GLN-THR-PHE-VAL-TYR-GLY-GLY-CYS-ARG-ALA-LYS-ARG-ASN-ASN-PHE-LYS-SER-ALA-GLU-ASP-CYS-MET-ARG-THR-CYS-GLY-GLY-ALA-OH; EC: 3.4.21.9; Iniprol; Trasylol; Trazinin; Zymofren; Riker 52G |
IUPAC Name | 4-[[1-[[29a,62a,69,84-tetrakis(4-aminobutyl)-35a,75,78-tris(2-amino-2-oxoethyl)-14a-(3-amino-3-oxopropyl)-8a,41a,72-tribenzyl-50a,53a-di(butan-2-yl)-47a,48,56a,81,90-pentakis(3-carbamimidamidopropyl)-31,60-bis(2-carboxyethyl)-42-[[2-[[2-(1-carboxyethylamino)-2-oxoethyl]amino]-2-oxoethyl]carbamoyl]-57-(carboxymethyl)-11a,13,45-tris(1-hydroxyethyl)-66-(hydroxymethyl)-2a,16,38a,44a-tetrakis[(4-hydroxyphenyl)methyl]-26a,32a,59a,63,87-pentamethyl-20a,34-bis(2-methylpropyl)-51-(2-methylsulfanylethyl)-1a,3,4a,7a,9,10a,12,13a,15,16a,18,19a,22a,24,25a,28a,30,31a,33,34a,36,37a,40a,43a,44,46a,47,49a,50,52a,53,55a,56,58a,59,61a,62,64a,65,68,71,74,77,80,83,86,89,92,95,98-pentacontaoxo-5a-propan-2-yl-39,40,66a,67a,70a,71a-hexathia-a,2,3a,6a,8,9a,11,12a,14,15a,17,18a,21a,23,24a,27a,29,30a,32,33a,35,36a,39a,42a,43,45a,46,48a,49,51a,52,54a,55,57a,58,60a,61,63a,64,67,70,73,76,79,82,85,88,91,94,97-pentacontazahexacyclo[91.71.4.454,117.04,8.019,23.025,29]doheptacontahectan-37-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-[[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidine-2-carbonyl]amino]-4-oxobutanoic acid |
Molecular Weight | 6511.48 |
Molecular Formula | C284H432N84O79S7 |
Canonical SMILES | CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC2CSSCC3C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(C(=O)NC(C(=O)NC(C(=O)N4CCCC4C(=O)N5CCCC5C(=O)NC(C(=O)NC(C(=O)NCC(=O)N6CCCC6C(=O)NC(CSSCC(C(=O)NC(C(=O)NC(C(= |
InChI | InChI=1S/C284H432N84O79S7/c1-21-144(9)222-271(439)337-174(68-46-105-309-282(300)301)239(407)340-187(120-160-77-85-164(374)86-78-160)251(419)341-185(116-156-55-29-24-30-56-156)250(418)342-188(121-161-79-87-165(375)88-80-161)252(420)346-191(123-208(291)378) |
InChIKey | ZPNFWUPYTFPOJU-YSFZTAPISA-N |
Melting Point | >100 °C |
Purity | >99% |
Solubility | Soluble in water |
Appearance | Lyophilized Solid Powder |
Application | Aprotinin is used as medication administered by injection to reduce bleeding during complex surgery, such as heart and liver surgery. It is used clinically to prevent postoperative blood loss and reduce transfusion requirements in those procedures which employ extracorporeal circulation. It is also used as a protein purification tool to prevent proteases present in tissue samples from degrading the protein of interest. |
Shelf Life | 2 month in rt, long time |
Storage | Store at -20°C |
Complexity | 16700 |
Exact Mass | 6507.00000 |
In Vitro | Aprotinin is an antifibrinolytic molecule that inhibits trypsin and related proteolytic enzymes. Aprotinin is used as an enzyme inhibitor to prevent protein degradation during lysis or homogenization of cells and tissues. In the presence of aprotinin, the fibrinolytic activity is inhibited concentration dependently and the coagulation time is prolonged. Aprotinin is an effective inhibitor of the contact (intrinsic) coagulation pathway in vitro. |
In Vivo | Aprotinin inhibits clot lysis in vitro as well as rat-tail bleeding time in vivo and prolongs coagulation time in human plasma. In a rat arteriovenous shunt model, aprotinin reduces thrombus weight. |
Target | Influenza Virus; Ser/Thr Protease |
XLogP3-AA | -25.4 |