Synonym: ε-Aminocaproic acid, 6-Aminohexanoic acid, EACA
|Related Categories||A to C, A-AM, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology,|
|mp||207-209 °C (dec.)(lit.)|
|solubility||H2O: soluble50 mg/mL|
human ... PLG(5340)|
rat ... Ppm1a(24666)
1 kg in poly bottle
25, 100, 500 g in poly bottle
5 kg in poly drum
EACA is directly soluble in water at 25 mg/ml. As an inhibitor of plasmin it is has been utilized in the clotting buffer for fibrinogen assays. This buffer is 10 mM potassium and sodium phosphate, pH 6.4, with 0.20 g CaCl2, 5 g 6-Aminohexanoic acid, 1 g sodium azide, and 9 g NaCl in 1 liter. The buffer is stable indefinitely at room temperature.
EACA is reported to inhibit chymotrypsin, Factor VIIa, lysine carboxypeptidase, plasmin, and plasminogen activator.
Lysine analog. Promotes rapid dissociation of plasmin, thereby inhibiting the activation of plasminogen and subsequent fibrinolysis. Reported to inhibit plasminogen binding to activated platelets. An early report indicated that it inhibits the activation of the first component of the complement system. Binds and inactivates Carboxypeptidase B.
Certificate of Analysis
Certificate of Origin
|Precautionary statements||P261-P305 + P351 + P338|
|Personal Protective Equipment||dust mask type N95 (US), Eyeshields, Gloves|
|Hazard Codes (Europe)||Xi|
|Risk Statements (Europe)||36/37/38|
|Safety Statements (Europe)||26-36|
Influence of different length spacers containing enzyme conjugate on functional parameters of progesterone ELISA. Shrivastav TG, Chaube SK, Kariya KP, et al. J. Immunoassay Immunochem. 34(1), 94-108, (2013)
Replacement of aprotinin by ε-aminocaproic acid in infants undergoing cardiac surgery: consequences for blood loss and outcome. Martin K, Gertler R, MacGuill M, et al. Br. J. Anaesth. 110(4), 615-21, (2013)
Risks of harms using antifibrinolytics in cardiac surgery: systematic review and network meta-analysis of randomised and observational studies. Hutton B, Joseph L, Fergusson D, et al. BMJ 345, e5798, (2012)
Epsilon aminocaproic acid for the prevention of delayed postoperative bleeding in retired racing greyhounds undergoing gonadectomy. Marín LM, Iazbik MC, Zaldivar-Lopez S, et al. Vet. Surg. 41(5), 594-603, (2012)
The frequency of thrombotic events among adults given antifibrinolytic drugs for spontaneous bleeding: systematic review and meta-analysis of observational studies and randomized trials. Ross J and Al-Shahi Salman R Curr. Drug Saf. 7(1), 44-54, (2012)
Peptidylarginine deiminase modulates the physiological roles of enolase via citrullination: links between altered multifunction of enolase and neurodegenerative diseases. Jang B, Jeon YC, Choi JK, et al. Biochem. J. 445(2), 183-92, (2012)
N-terminal extended conjugates of the agonists and antagonists of both bradykinin receptor subtypes: structure-activity relationship, cell imaging using ligands conjugated with fluorophores and prospect for functionally active cargoes. Gera L, Roy C, Bawolak MT, et al. Peptides 34(2), 433-46, (2012)
Cyclic oligomers in polyamide for food contact material: quantification by HPLC-CLND and single-substance calibration. Heimrich M, Bönsch M, Nickl H, et al. Food Addit. Contam. Part A. Chem. Anal. Control. Expo. Risk Assess. 29(5), 846-60, (2012)
Determination of caprolactam and 6-aminocaproic acid in human urine using hydrophilic interaction liquid chromatography-tandem mass spectrometry. Wu YH, Wu ML, Lin CC, et al. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 885-886, 61-5, (2012)
64Cu-NO2A-RGD-Glu-6-Ahx-BBN(7-14)NH2: a heterodimeric targeting vector for positron emission tomography imaging of prostate cancer. Jackson AB, Nanda PK, Rold TL, et al. Nucl. Med. Biol. 39(3), 377-87, (2012)
Effect of short peptides containing lysine and epsilon-aminocaproic acid on fibrinolytic activity of plasmin and topoisomerase II action on supercoiled DNA. Midura-Nowaczek K, Purwin M, Markowska A, et al. Acta Pol. Pharm. 70(3), 431-4, (2013)
Aprotinin may increase mortality in low and intermediate risk but not in high risk cardiac surgical patients compared to tranexamic acid and ε-aminocaproic acid -- a meta-analysis of randomised and observational trials of over 30.000 patients. Meybohm P, Herrmann E, Nierhoff J, et al. PLoS ONE 8(3), e58009, (2013)
Contribution of endogenous bradykinin to fibrinolysis, inflammation, and blood product transfusion following cardiac surgery: a randomized clinical trial. Balaguer JM, Yu C, Byrne JG, et al. Clin. Pharmacol. Ther. 93(4), 326-34, (2013)
Retrospective evaluation of the effectiveness of epsilon aminocaproic acid for the prevention of postamputation bleeding in retired racing Greyhounds with appendicular bone tumors: 46 cases (2003-2008). Marín LM, Iazbik MC, Zaldivar-Lopez S, et al. J. Vet. Emerg. Crit. Care (San Antonio.) 22(3), 332-40, (2012)
Novel two-component gels of cetylpyridinium chloride and the bola-amphiphile 6-amino caproic acid: phase evolution and mechanism of gel formation. Ramakanth I and Patnaik A J. Phys. Chem. B 116(9), 2722-9, (2012)
Platelets and bleeding in the dental patient. It's not always from "blood thinners". Von Willebrand disease--clinical assessment and case report. Cohen HV, Figueroa R, Quek SY, et al. J. N. J. Dent. Assoc. 84(2), 28-30, (2013)
Three-dimensional quantitative structure-activity relationship analyses of substrates of the human proton-coupled amino acid transporter 1 (hPAT1). Iris Thondorf et al Bioorg. Med. Chem. 19, 6409-18, (2011)
Aldrich MSDS 1, 67:B / Corp MSDS 1 (1), 149:B / FT-IR 2 (1), 919:B / FT-IR 1 (1), 578:D / IR-Spectra (3), 345:F / IR-Spectra (2), 308:A / NMR-Reference 2 (1), 490:C / RegBook 1 (1), 659:G / Sax 6, 205 / Sigma FT-IR 1 (1), 33:B / Structure Index 1, 97:B:8
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