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A2504

Sigma-Aldrich

6-Aminocaproic acid

≥99% (titration), powder

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Synonym(s):
ε-Aminocaproic acid, 6-Aminohexanoic acid, EACA
Linear Formula:
H2N(CH2)5CO2H
CAS Number:
60-32-2
Molecular Weight:
131.17
Beilstein:
906872
EC Number:
200-469-3
MDL number:
MFCD00008238
PubChem Substance ID:
24890662
NACRES:
NA.77

biological source

synthetic

Quality Level

300

Assay

≥99% (titration)

form

powder

technique(s)

cell culture | mammalian: suitable

color

white

mp

207-209 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL

SMILES string

NCCCCCC(O)=O

InChI

1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)

InChI key

SLXKOJJOQWFEFD-UHFFFAOYSA-N

Gene Information

human ... PLAT(5327) , PLG(5340)
rat ... Ppm1a(24666)

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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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

404.6 - 408.2 °F

Flash Point(C)

207 - 209 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Kazuki Yamamoto et al.
Lab on a chip, 21(10), 1897-1907 (2021-05-20)
Engineered three-dimensional models of neuromuscular tissues are promising for use in mimicking their disorder states in vitro. Although several models have been developed, it is still challenging to mimic the physically separated structures of motor neurons (MNs) and skeletal muscle
E M Van Hoeyveld et al.
The Journal of allergy and clinical immunology, 76(4), 543-550 (1985-10-01)
The effect of epsilon-aminocaproic acid (EACA) on the degradation of an aqueous Lolium perenne extract was studied by intracutaneous tests and by RAST inhibition. Extracts for skin testing stored at 4 degrees C for 12 months and at 37 degrees
Ai Kia Yip et al.
Biophysical journal, 104(1), 19-29 (2013-01-22)
Cells sense the rigidity of their substrate; however, little is known about the physical variables that determine their response to this rigidity. Here, we report traction stress measurements carried out using fibroblasts on polyacrylamide gels with Young's moduli ranging from
Pradeep Manuneedhi Cholan et al.
Gut microbes, 12(1), 1-11 (2020-10-17)
Short-chain fatty acids (SCFAs) are produced by microbial fermentation of dietary fiber in the gut. Butyrate is a particularly important SCFA with anti-inflammatory properties and is generally present at lower levels in inflammatory diseases associated with gut microbiota dysbiosis in
Moamen Bydoun et al.
Molecular oncology, 12(11), 1895-1916 (2018-07-17)
Pancreatic cancer is arguably the deadliest cancer type. The efficacy of current therapies is often hindered by the inability to predict patient outcome. As such, the development of tools for early detection and risk prediction is key for improving outcome
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