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Key Documents

A2504

Sigma-Aldrich

6-Aminocaproic acid

≥99% (titration), powder

Synonym(s):

ε-Aminocaproic acid, 6-Aminohexanoic acid, EACA

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About This Item

Linear Formula:
H2N(CH2)5CO2H
CAS Number:
Molecular Weight:
131.17
Beilstein:
906872
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

Quality Level

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

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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kazuki Yamamoto et al.
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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
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
Brian Hutton et al.
BMJ (Clinical research ed.), 345, e5798-e5798 (2012-09-13)
To estimate the relative risks of death, myocardial infarction, stroke, and renal failure or dysfunction between antifibrinolytics and no treatment following the suspension of aprotinin from the market in 2008 for safety reasons and its recent reintroduction in Europe and
Sergio Guerrero-Castillo et al.
The EMBO journal, 40(21), e108648-e108648 (2021-09-21)
So-called ρ0 cells lack mitochondrial DNA and are therefore incapable of aerobic ATP synthesis. How cells adapt to survive ablation of oxidative phosphorylation remains poorly understood. Complexome profiling analysis of ρ0 cells covered 1,002 mitochondrial proteins and revealed changes in

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