EMAIL THIS PAGE TO A FRIEND

07260 Fluka

6-Aminohexanoic acid

≥98.5% (NT)

Synonym: ε-Aminocaproic acid, 6-Aminocaproic acid, 6-Aminohexanoic acid, EACA

  • CAS Number 60-32-2

  • Linear Formula H2N(CH2)5CO2H

  • Molecular Weight 131.17

  •  Beilstein Registry Number 906872

  •  EC Number 200-469-3

  •  MDL number MFCD00008238

  • Popular Documents:  FTIR (PDF)  

Purchase

Properties

Related Categories Chemical Biology, Chemical Synthesis, Linear Core Amino Acids, Peptide Chemistry, Unnatural Amino Acid Derivatives More...
assay   ≥98.5% (NT)
mp   207-209 °C (dec.)(lit.)
Gene Information   human ... PLG(5340)

Description

Other Notes

Improves solubilization of membrane proteins in electrophoresis6

Biochem/physiol Actions

Lysine analog. Promotes rapid dissociation of plasmin, thereby inhibiting the activation of plasminogen and subsequent fibrinolysis.1,2 Reported to inhibit plasminogen binding to activated platelets.3 An early report indicated that it inhibits the activation of the first component of the complement system.4 Binds and inactivates Carboxypeptidase B.5

Price and Availability

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.



Customers Also Viewed

6-Aminocaproic acid

≥99% (titration), powder

6-Aminocaproic acid

BioUltra, ≥99%

6-Aminohexanoic acid

1 M, aqueous solution

Safety & Documentation

Safety Information

Personal Protective Equipment 
WGK Germany 
2
RTECS 
MO6300000

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. Fibrinogenolytic and fibrinolytic activity of cell-associated plasmin,. Humphries, J.E., et al. Arterioscler. Thromb. 13, 48-55, (1993)

Loading...


2. Inhibitory effects of lysine analogues on t-PA induced whole blood clot lysis. Krishnamurti, C., et al. Thromb. Res. 73, 419-430, (1994)

Loading...


3. Plasminogen interactions with platelets in plasma. Adelman, B., et al. Blood 72, 1530-1535, (1988)

Loading...


4. Inhibition by ε-aminocaproic acid of the activation of the first component of the complement system,. Soter, N.A., et al. J. Immunol. 114, 928, (1975)

Loading...


5. Catheptic carboxypeptidase B as a major component in "T-cell activating factor" of macrophages. Dessaint, J.P., et al. J. Immunopharmacol. 1, 399-414, (1979)

Loading...


6. Blue native electrophoresis for isolation of membrane protein complexes in enzymatically active form. H. Schägger, G. von Jagow Anal. Biochem. 199, 223, (1991)

Loading...


Tranexamic acid concentrations associated with human seizures inhibit glycine receptors. Lecker I, Wang DS, Romaschin AD, et al. J. Clin. Invest. 122(12), 4654-66, (2012)

Loading...


Chemical genetics reveals a complex functional ground state of neural stem cells Diamandis, P., et. al. Nat. Chem. Biol. 3(5), 268-273, (2007)

Loading...


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)

Loading...


Cellular response to substrate rigidity is governed by either stress or strain. Yip AK, Iwasaki K, Ursekar C, et al. Biophys. J. 104(1), 19-29, (2013)

Loading...


Stabilizing effect of epsilon-aminocaproic acid on allergenic extracts. Van Hoeyveld EM and Stevens EA J. Allergy Clin. Immunol. 76(4), 543-50, (1985)

Loading...


Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. R Scott Obach et al Drug Metab. Dispos. 36, 1385-405, (2008)

Loading...


pH-dependent, thermosensitive polymeric nanocarriers for drug delivery to solid tumors. Chen CY, Kim TH, Wu WC, et al. Biomaterials 34(18), 4501-9, (2013)

Loading...


Are antifibrinolytic agents effective in the treatment of aneurysmal subarachnoid hemorrhage? Eastin TR, Snipes CD, and Seupaul RA Ann. Emerg. Med. 64(6), 658-9, (2014)

Loading...


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)

Loading...


Antifibrinolytic drugs for acute traumatic injury. Roberts I, Shakur H, Ker K, et al. Cochrane Database Syst. Rev. 12, CD004896, (2012)

Loading...


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)

Loading...


Evaluation of the mitochondrial respiratory chain and oxidative phosphorylation system using blue native gel electrophoresis. Díaz F Curr. Protoc. Hum. Genet. Chapter 19, Unit19.4, (2009)

Loading...


Spectrophotometric determination of drugs with iodine. Karuna T, et al. J. Sci. Ind. Res. 65(10), 808, (2006)

Loading...


Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors. Lourdes Santana et al J. Med. Chem. 51, 6740-51, (2008)

Loading...


Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species. Denis Fourches et al Chem. Res. Toxicol. 23, 171-83, (2010)

Loading...


Antifibrinolytic agents in current anaesthetic practice. Ortmann E, Besser MW, and Klein AA Br. J. Anaesth. 111(4), 549-63, (2013)

Loading...


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)

Loading...


Developing structure-activity relationships for the prediction of hepatotoxicity. Nigel Greene et al Chem. Res. Toxicol. 23, 1215-22, (2010)

Loading...


Age-dependent neonatal intracerebral hemorrhage in plasminogen activator inhibitor 1 knockout mice. Leroux P, Omouendze PL, Roy V, et al. J. Neuropathol. Exp. Neurol. 73(5), 387-402, (2014)

Loading...


Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species. Francisco J Prado-Prado et al Bioorg. Med. Chem. 18, 2225-31, (2010)

Loading...


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)

Loading...


Covalently functionalized single-walled carbon nanotubes at reverse micellar interface: a strategy to improve lipase activity. Ghosh M, Maiti S, Dutta S, et al. Langmuir 28(3), 1715-24, (2012)

Loading...


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)

Loading...


A predictive ligand-based Bayesian model for human drug-induced liver injury. Sean Ekins et al Drug Metab. Dispos. 38, 2302-8, (2010)

Loading...


Prion proteins in subpopulations of white blood cells from patients with sporadic Creutzfeldt-Jakob disease. Choi EM, Geschwind MD, Deering C, et al. Lab. Invest. 89(6), 624-35, (2009)

Loading...


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)

Loading...


Population pharmacokinetics of epsilon-aminocaproic acid in infants undergoing craniofacial reconstruction surgery. Stricker PA, Zuppa AF, Fiadjoe JE, et al. Br. J. Anaesth. 110(5), 788-99, (2013)

Loading...


Structure-activity relationship study on a simple cationic peptide motif for cellular delivery of antisense peptide nucleic acid. Klaus Albertshofer et al J. Med. Chem. 48, 6741-9, (2005)

Loading...


Blood-sparing drugs: aprotinin, tranexamic acid, and epsilon-aminocaproic acid. Royston D Int. Anesthesiol. Clin. 33(1), 155-79, (1995)

Loading...


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)

Loading...


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)

Loading...


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)

Loading...


Irradiation induced fluorescence enhancement in PEGylated cyanine-based NIR nano- and mesoscale GUMBOS. Lu C, Das S, Magut PK, et al. Langmuir 28(40), 14415-23, (2012)

Loading...


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)

Loading...


Epsilon aminocaproic acid in hemophiliacs undergoing dental extractions: a concise review. Lucas ON and Albert TW Oral Surg. Oral Med. Oral Pathol. 51(2), 115-20, (1981)

Loading...


Development of imidazole alkanoic acids as mGAT3 selective GABA uptake inhibitors. Silke Hack et al Eur. J. Med. Chem. 46, 1483-98, (2011)

Loading...


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)

Loading...


Epsilon aminocaproic acid prevents bleeding in severely thrombocytopenic patients with hematological malignancies. Antun AG, Gleason S, Arellano M, et al. Cancer 119(21), 3784-7, (2013)

Loading...


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)

Loading...


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)

Loading...


A systematic review of the use of antifibrinolytic agents in pediatric surgery and implications for craniofacial use. Basta MN, Stricker PA, and Taylor JA Pediatr. Surg. Int. 28(11), 1059-69, (2012)

Loading...


Interleukin-1 alpha, interleukin-1 beta and interleukin-8 gene expression in human aural cholesteatomas. Kim CS, Lee CH, Chung JW, et al. Acta Otolaryngol. 116(2), 302-6, (1996)

Loading...


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)

Loading...


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)

Loading...


Solid-state NMR analyses reveal the structure dependence of the molecular dynamics for ω-amino acids. Huang J, Zhang L, and Tang H J. Phys. Chem. B 116(7), 2096-103, (2012)

Loading...


Epsilon-aminocaproic acid and renal complications: case report and review of the literature. Manjunath G, Fozailoff A, Mitcheson D, et al. Clin. Nephrol. 58(1), 63-7, (2002)

Loading...


A simple assay for 6-aminohexanoate-oligomer-hydrolase using N-(4-nitrophenyl)-6-aminohexanamide. Taguchi H, Wakamatsu M, Aso K, et al. J. Biosci. Bioeng. 114(6), 586-8, (2012)

Loading...


Reduced clearance of ε-acetamidocaproic acid in rats with acute renal failure induced by uranyl nitrate. Han SY, Yang SH, Yoon I, et al. J. Pharm. Pharmacol. 64(10), 1452-60, (2012)

Loading...


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)

Loading...


Reduction in serine protease activity correlates with improved rosacea severity in a small, randomized pilot study of a topical serine protease inhibitor. Two AM, Hata TR, Nakatsuji T, et al. J. Invest. Dermatol. 134(4), 1143-5, (2014)

Loading...


Allergic contact dermatitis due to epsilon-aminocaproic acid: a case report and mini-review of the published work. Yamamoto Y, Wada M, Nakai N, et al. J. Dermatol. 40(4), 301-3, (2013)

Loading...


Fibrinolysis: A new therapeutic target. Fletcher DJ J. Vet. Emerg. Crit. Care (San Antonio.) 22(3), 289-90, (2012)

Loading...


Merck 14,432

Beil. 4,IV,2695

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

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?