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07260

Sigma-Aldrich

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:
60-32-2
Molecular Weight:
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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Certificates of Analysis (COA)

Lot/Batch Number
BCCK9664
BCCH0718
BCCD5496
BCCB4678
BCBQ0886V

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Purification strategies for membrane proteins
VON JAGOW, et al.
Journal of Separation Science, 2, 1-8 (2003)
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
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
Post-synthetic modification of graphene quantum dots bestows enhanced biosensing and antibiofilm ability: efficiency face
Neha Agrawal, et.al
Royal Society of Chemistry Advances, 12(20), 12310-12320 (2022)
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)
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