777161
11-Hydroxyundecylphosphonic acid
≥95% (GC)
Synonym(s):
P-(11-Hydroxyundecyl)phosphonic acid
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About This Item
Empirical Formula (Hill Notation):
C11H25O4P
CAS Number:
Molecular Weight:
252.29
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
11-Hydroxyundecylphosphonic acid, ≥95% (GC)
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)
SMILES string
OCCCCCCCCCCCP(O)(O)=O
InChI key
PPCDEFQVKBXBPS-UHFFFAOYSA-N
assay
≥95% (GC)
form
powder
mp
107-111 °C
Quality Level
Related Categories
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.
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Crystalline TiO2 grafted with poly (2-methacryloyloxyethyl phosphorylcholine) via surface-initiated atom-transfer radical polymerization
Zhao Y, et al.
Applied Surface Science, 257(5), 1596-1601 (2010)
Copper oxide surfaces modified by alkylphosphonic acids with terminal pyridyl-based ligands as a platform for supported catalysis
Andrews B, et al.
Polyhedron, 114, 360-369 (2016)
Covalent functionalization of TiO2 nanotube arrays with EGF and BMP-2 for modified behavior towards mesenchymal stem cells
Bauer S, et al.
Integrative Biology : Quantitative Biosciences from Nano to Macro, 3(9), 927-936 (2011)
Chunyi Chiang et al.
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
Qianli Ma et al.
Biomaterials, 230, 119650-119650 (2019-12-07)
A multitude of micro- and nano-surface structures have been developed to improve the clinical performance of endosseous titanium (Ti) implants. However, most of these surface structures only simulate the topographic elements on a micro- or nano-scale. In this study, a
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