777161
11-Hydroxyundecylphosphonic acid
≥95% (GC)
Synonym(s):
P-(11-Hydroxyundecyl)phosphonic acid
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About This Item
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Quality Level
assay
≥95% (GC)
form
powder
mp
107-111 °C
SMILES string
OCCCCCCCCCCCP(O)(O)=O
InChI
1S/C11H25O4P/c12-10-8-6-4-2-1-3-5-7-9-11-16(13,14)15/h12H,1-11H2,(H2,13,14,15)
InChI key
PPCDEFQVKBXBPS-UHFFFAOYSA-N
Related Categories
General description
11-Hydroxyundecylphosphonic acid (HUPA) is an alkyl phosphonic acid that forms a self-assembled monolayer (SAM) on a variety of metal oxides and metal surfaces. It forms a hydroxyl terminated SAM that provides a physiological stability and controls the surface density of the coating.
Application
An organophosphonate surface modifier for label-free and low-cost biosensing applications;
Organophosphonic acid self-assembled monolayers (SAMs);
A hydroxyalkylphosphonate monolayer used to covalently bind primary amine groups in protein domains using chloroformate-derived crosslinking
Organophosphonic acid self-assembled monolayers (SAMs);
A hydroxyalkylphosphonate monolayer used to covalently bind primary amine groups in protein domains using chloroformate-derived crosslinking
HUPA is mainly used as a spacer/linker that forms a SAM on titanium oxide (TiO2) surfaces to immobilize the surface atoms for the formation of biocompatible materials for biomedical applications. It can also be used to functionalize the silicon-photonic resonators for biosensing applications.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Langmuir : the ACS journal of surfaces and colloids, 28(1), 548-556 (2011-11-23)
We report a robust strategy for conjugating mixtures of two or more protein domains to nonfouling polyurethane surfaces. In our strategy, the carbamate groups of polyurethane are reacted with zirconium alkoxide from the vapor phase to give a surface-bound oxide
Copper oxide surfaces modified by alkylphosphonic acids with terminal pyridyl-based ligands as a platform for supported catalysis
Polyhedron, 114, 360-369 (2016)
Covalent functionalization of TiO2 nanotube arrays with EGF and BMP-2 for modified behavior towards mesenchymal stem cells
Integrative Biology : Quantitative Biosciences from Nano to Macro, 3(9), 927-936 (2011)
Crystalline TiO2 grafted with poly (2-methacryloyloxyethyl phosphorylcholine) via surface-initiated atom-transfer radical polymerization
Applied Surface Science, 257(5), 1596-1601 (2010)
Phosphonic acid monolayers for binding of bioactive molecules to titanium surfaces.
Langmuir, 22(19), 8197-8204 (2006)
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