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07260

Sigma-Aldrich

6-Aminohexanoic acid

≥98.5% (NT)

Sinónimos:

6-Aminocaproic acid, 6-ACA, Aca, Acp, Aha, Ahx, acikaprin, afibrin, amicar, ε-Aminocaproic acid, 6-Aminohexanoic acid, EACA

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About This Item

Fórmula lineal:
H2N(CH2)5CO2H
Número de CAS:
60-32-2
Peso molecular:
131.17
Beilstein/REAXYS Number:
906872
EC Number:
200-469-3
MDL number:
MFCD00008238
UNSPSC Code:
12352202
PubChem Substance ID:
329748386
NACRES:
NA.77

Quality Level

200

assay

≥98.5% (NT)

mp

207-209 °C (dec.) (lit.)

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)

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General description

6-Aminohexanoic acid, or 6-aminocaproic acid, acts as an inhibitor of serine proteases. It shares structural similarities with the natural amino acid lysine but lacks an α-amino group.

Application

6-Aminohexanoic acid has been used as a component of the growth medium for tenogenic differentiation of mesenchymal stem cells. It has also been used in the preparation of modified graphene quantum dots.

Biochem/physiol Actions

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.

Other Notes

Improves solubilization of membrane proteins in electrophoresis

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

404.6 - 408.2 °F

flash_point_c

207 - 209 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCH0718
BCCD5496
BCCB4678
BCBQ0886V
BCBW3077

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H Schägger et al.
Analytical biochemistry, 199(2), 223-231 (1991-12-01)
A discontinuous electrophoretic system for the isolation of membrane proteins from acrylamide gels has been developed using equipment for sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). Coomassie dyes were introduced to induce a charge shift on the proteins and aminocaproic acid
David Meiri et al.
Molecular and cellular biology, 29(21), 5963-5973 (2009-08-12)
Lfc is a guanine nucleotide exchange factor (GEF) for Rho that demonstrates an unusual ability to associate with microtubules. While several phosphorylated residues have been detected in the Lfc polypeptide, the mechanism(s) by which phosphorylation regulates the exchange activity of
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
Lajos Gera et al.
Peptides, 34(2), 433-446 (2012-02-22)
Peptide agonists and antagonists of both bradykinin (BK) B(1) and B(2) receptors (B(1)R, B(2)R) are known to tolerate to a certain level N-terminal sequence extensions. Using this strategy, we produced and characterized the full set of fluorescent ligands by extending
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
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