A2504

Sigma

 

6-Aminocaproic acid

≥99% (titration), powder

Synonym:ε-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
PubChem Substance ID:24890662

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Description

ApplicationEACA 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.
Biochem/physiol ActionsEACA 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.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

Properties

assay≥99% (titration)
formpowder
color white
mp207-209 °C (dec.)(lit.)
solubilityH2O: 50 mg/mL
Gene Informationhuman ... PLG(5340)
 rat ... Ppm1a(24666)

Safety

Personal Protective Equipmentdust mask type N95 (US), Eyeshields, Gloves
Hazard CodesXi
Risk Statements36/37/38
Safety Statements26-36
WGK Germany2
RTECSMO6300000

References

Cited Reference1. Humphries, J.E., et al., Fibrinogenolytic and fibrinolytic activity of cell-associated plasmin,. Arterioscler. Thromb. 13, 48-55, (1993)
 2. Krishnamurti, C., et al., Inhibitory effects of lysine analogues on t-PA induced whole blood clot lysis. Thromb. Res. 73, 419-430, (1994)
 3. Adelman, B., et al., Plasminogen interactions with platelets in plasma. Blood 72, 1530-1535, (1988)
 4. Soter, N.A., et al., Inhibition by ε-aminocaproic acid of the activation of the first component of the complement system,. J. Immunol. 114, 928, (1975)
 5. Dessaint, J.P., et al., Catheptic carboxypeptidase B as a major component in "T-cell activating factor" of macrophages. J. Immunopharmacol. 1, 399-414, (1979)
MerckMerck 13,431
BeilsteinBeil. 4,IV,2695
referenceAldrich 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