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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:
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
| SKU | GTIN |
|---|---|
| 153079-5G | 04061836825362 |
| 07260-100G | 04061838647818 |
| 07260-1KG | 04061838647825 |
| 07260-500G | 04061838647832 |