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Merck
CN

07260

6-Aminohexanoic acid

≥98.5% (NT)

Synonym(s):

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

Linear Formula:
H2N(CH2)5CO2H
CAS Number:
Molecular Weight:
131.17
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-469-3
Beilstein/REAXYS Number:
906872
MDL number:
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Quality Level

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)

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.
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


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Storage Class

11 - Combustible Solids

wgk

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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Purification strategies for membrane proteins
VON JAGOW, et al.
Journal of Separation Science, 2, 1-8 (2003)
The Importance of 6-Aminohexanoic Acid as a Hydrophobic, Flexible Structural Element
Agnieszka Markowska, et al.
International Journal of Molecular Sciences, 22(22), 12122-12122 (2021)
Kumiko Okazaki et al.
Plant physiology, 141(2), 546-556 (2006-04-11)
Most extant cyanobacteria contain C16 fatty acids in the sn-2 positions of glycerolipids, which are regulated by lysophosphatidic acid acyltransferase (LPAAT; EC 2.3.1.51). Synechocystis sp. PCC6803 contains sll1848, sll1752, and slr2060 as putative acyltransferase genes. sll1848 was recently reported to



Global Trade Item Number

SKUGTIN
153079-5G04061836825362
07260-100G04061838647818
07260-1KG04061838647825
07260-500G04061838647832