A2504
Sigma

6-Aminocaproic acid

≥99% (titration), powder

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Synonym

ε-Aminocaproic acid

6-Aminohexanoic acid

EACA

Molecular Formula

H₂N(CH₂)₅CO₂H

Molecular Weight

131.17

CAS Number

60-32-2

Beilstein Registry Number

906872

MDL number

MFCD00008238

PubChem Substance ID

24890662

EG/EC Number

200-469-3

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Descriptions

Application

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.

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

EACA is reported to inhibit chymotrypsin, Factor VIIa, lysine carbo�xy�peptidase, plasmin, and plasminogen activator.

Properties

assay

≥99% (titration)

form

powder

color

white

207-209 °C (dec.)(lit.)

solubility

H₂O: 50 mg/mL

Gene Information

human ... PLG(5340)

rat ... Ppm1a(24666)

References

Reference

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

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

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

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)

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)

Merck

Merck 13,431

Beilstein

Beil. 4,IV,2695

reference

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

Safety

Hazard Codes

Risk Statements

36/37/38

Safety Statements

26-36

WGK Germany

RTECS

MO6300000