Aprotinin

Aprotinin is a bovine pancreatic trypsin inhibitor (BPTI) inhibitor which inhibits trypsin and chymotrypsin with Kis of 0.06 pM and 9 nM, respectively.

Product information

CAS Number: 9087-70-1

Molecular Weight: 6511.44

Formula: C284H432N84O79S7

Chemical Name: 3-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}-3-[(2-phenyl-1-{[69,84,129,162-tetrakis(4-aminobutyl)-72,108,141-tribenzyl-150,153-bis(butan-2-yl)-48,81,90,147,156-pentakis(3-carbamimidamidopropyl)-114-(2-carbamoylethyl)-75,78,135-tris(carbamoylmethyl)-31,60-bis(2-carboxyethyl)-42-{[({[(1-carboxyethyl)carbamoyl]methyl}carbamoyl)methyl]carbamoyl}-57-(carboxymethyl)-13,45,111-tris(1-hydroxyethyl)-66-(hydroxymethyl)-16,102,138,144-tetrakis[(4-hydroxyphenyl)methyl]-63,87,126,132,159-pentamethyl-34,120-bis(2-methylpropyl)-51-[2-(methylsulfanyl)ethyl]-3,9,12,15,18,24,30,33,36,44,47,50,53,56,59,62,65,68,71,74,77,80,83,86,89,92,95,98,101,104,107,110,113,116,119,122,125,128,131,134,137,140,143,146,149,152,155,158,161,164-pentacontaoxo-105-(propan-2-yl)-39,40,166,167,170,171-hexathia-2,8,11,14,17,23,29,32,35,43,46,49,52,55,58,61,64,67,70,73,76,79,82,85,88,91,94,97,100,103,106,109,112,115,118,121,124,127,130,133,136,139,142,145,148,151,154,157,160,163-pentacontaazahexacyclo[91.71.4.4⁵⁴,¹¹⁷.0⁴,⁸.0¹⁹,²³.0²⁵,²⁹]172n-37-yl]carbamoyl}ethyl)carbamoyl]propanoic acid

Smiles: CSCCC1NC(=O)C2CSSCC3NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(C)NC(=O)C(CCCCN)NC(=O)C(C)NC(=O)C(CC(N)=O)NC(=O)C(CC4C=CC(O)=CC=4)NC(=O)C(CC4C=CC=CC=4)NC(=O)C(CC4C=CC(O)=CC=4)NC(=O)C(CCCNC(N)=N)NC(=O)C(NC(=O)C(NC(=O)C(CCCNC(N)=N)NC(=O)C(C)NC(=O)C(CCCCN)NC(=O)C(CSSCC(NC(=O)CNC(=O)CNC(=O)C(CC4C=CC(O)=CC=4)NC(=O)C(NC(=O)C(CC4C=CC=CC=4)NC(=O)C(NC(=O)C(CCC(N)=O)NC3=O)C(C)O)C(C)C)C(=O)NC(CCCNC(N)=N)C(=O)NC(C)C(=O)NC(CCCCN)C(=O)NC(CCCNC(N)=N)C(=O)NC(CC(N)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC3C=CC=CC=3)C(=O)NC(CCCCN)C(=O)NC(CO)C(=O)NC(C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(O)=O)C(=O)N2)NC(=O)C2CCCN2C(=O)CNC(=O)C(NC(=O)C(CC2C=CC(O)=CC=2)NC(=O)C2CCCN2C(=O)C2CCCN2C(=O)C(CCC(O)=O)NC(=O)C(CC(C)C)NC(=O)C(CSSCC(NC(=O)C(NC(=O)C(CCCNC(N)=N)NC1=O)C(C)O)C(=O)NCC(=O)NCC(=O)NC(C)C(O)=O)NC(=O)C(CC1C=CC=CC=1)NC(=O)C(CC(O)=O)NC(=O)C1CCCN1C(=O)C(N)CCCNC(N)=N)C(C)O)C(C)CC)C(C)CC

InChiKey: ZPNFWUPYTFPOJU-UHFFFAOYSA-N

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)246(414)322-149(14)230(398)326-168(62-35-39-98-285)234(402)319-146(11)227(395)314-132-215(385)324-181(113-141(3)4)247(415)354-199-137-452-453-138-200-263(431)336-179(97-112-448-20)242(410)331-176(70-48-107-311-284(304)305)244(412)363-226(154(19)372)274(442)358-197(233(401)316-129-212(382)312-130-213(383)318-151(16)278(446)447)135-449-451-139-201(355-253(421)186(117-157-57-31-25-32-58-157)344-256(424)195(127-220(393)394)350-267(435)204-72-50-109-366(204)275(443)167(289)61-43-102-306-279(294)295)265(433)339-182(114-142(5)6)248(416)338-180(93-96-218(389)390)276(444)368-111-52-74-206(368)277(445)367-110-51-73-205(367)268(436)349-189(122-162-81-89-166(376)90-82-162)259(427)362-224(152(17)370)269(437)317-133-216(386)365-108-49-71-203(365)266(434)357-202(264(432)333-169(63-36-40-99-286)235(403)320-148(13)229(397)328-175(69-47-106-310-283(302)303)243(411)360-223(145(10)22-2)272(440)361-222)140-454-450-136-198(325-214(384)131-313-211(381)128-315-232(400)183(119-159-75-83-163(373)84-76-159)351-270(438)221(143(7)8)359-258(426)190(118-158-59-33-26-34-60-158)352-273(441)225(153(18)371)364-245(413)177(335-262(199)430)91-94-207(290)377)261(429)334-172(66-44-103-307-280(296)297)236(404)321-147(12)228(396)327-170(64-37-41-100-287)237(405)330-173(67-45-104-308-281(298)299)238(406)345-192(124-209(292)379)255(423)347-193(125-210(293)380)254(422)343-184(115-155-53-27-23-28-54-155)249(417)332-171(65-38-42-101-288)240(408)353-196(134-369)260(428)323-150(15)231(399)329-178(92-95-217(387)388)241(409)348-194(126-219(391)392)257(425)356-200/h23-34,53-60,75-90,141-154,167-206,221-226,369-376H,21-22,35-52,61-74,91-140,285-289H2,1-20H3,(H2,290,377)(H2,291,378)(H2,292,379)(H2,293,380)(H,312,382)(H,313,381)(H,314,395)(H,315,400)(H,316,401)(H,317,437)(H,318,383)(H,319,402)(H,320,403)(H,321,404)(H,322,414)(H,323,428)(H,324,385)(H,325,384)(H,326,398)(H,327,396)(H,328,397)(H,329,399)(H,330,405)(H,331,410)(H,332,417)(H,333,432)(H,334,429)(H,335,430)(H,336,431)(H,337,439)(H,338,416)(H,339,433)(H,340,407)(H,341,419)(H,342,418)(H,343,422)(H,344,424)(H,345,406)(H,346,420)(H,347,423)(H,348,409)(H,349,436)(H,350,435)(H,351,438)(H,352,441)(H,353,408)(H,354,415)(H,355,421)(H,356,425)(H,357,434)(H,358,442)(H,359,426)(H,360,411)(H,361,440)(H,362,427)(H,363,412)(H,364,413)(H,387,388)(H,389,390)(H,391,392)(H,393,394)(H,446,447)(H4,294,295,306)(H4,296,297,307)(H4,298,299,308)(H4,300,301,309)(H4,302,303,310)(H4,304,305,311)

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: H2O : 100 mg/mL (15.36 mM; Need ultrasonic).

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Aprotinin, a serine protease inhibitor isolated from bovine lung, is a complex protease inhibitor that is an antifibrinolytic, inhibits contact activation, and decreases the inflammatory response to cardiopulmonary bypass. Aprotinin inhibits trypsin (bovine, Ki= 0.06 pM), chymotrypsin (bovine, Ki= 9 nM), plasmin (human, 0.23 nM). Aprotinin is also a competitive protein inhibitor of NOS activity. It inhibits NOS-I and NOS-II with Ki values of 50 μM and 78 μM, respectively. Aprotinin significantly inhibits fibrinolysis with an IC50 of 0.16±0.05 μM.

In Vivo:

High dose aprotinin can reduce blood loss and transfusion requirements associated with primary cardiac procedures such as coronary artery bypass graft (CABG) or heart valve replacement surgery. Aprotinin inhibits thrombus formation in a dose-dependent manner. Aprotinin at a dose of 1.5 mg kg-1 (bolus) and 3 mg kg-1 h-1 infusion (maintenance infusion) causes a tendency towards a reduction in bleeding time. Aprotinin significantly reduces the bleeding time starting at a dose of 3 mg kg-1 bolus plus 6 mg kg-1 h-1 showing a reduction of approximately 84%±2.9%. At the highest dose of 5 mg kg-1 and 10 mg kg-1 h-1, the strongest effects are observed. Aprotinin may affect tumor necrosis factor-alpha (TNF) levels. Soluble TNFRI levels are significantly increased following I/R in the aprotinin treated wild type mice and not detected in all TNFRInull mice.

Products are for research use only. Not for human use.