130727-50-3Relevant articles and documents
Engineering bioactive surfaces with fischer carbene complex: Protein A on self-assembled monolayer for antibody sensing
Dutta, Piyali,Sawoo, Sudeshna,Ray, Namrata,Bouloussa, Othman,Sarkar, Amitabha
scheme or table, p. 1202 - 1209 (2012/05/05)
A Fischer carbene complex was grafted onto self-assembled monolayers (SAMs) on gold or glass by a copper-free "click" reaction. Pendant lysine residues of protein A obtained from Staphylococcus aureus rapidly reacted with the electrophilic metal complex on SAM effecting a covalent attachment of protein A with the surface. The protein A coated surface further led to bioaffinity immobilization of rabbit IgG in an oriented manner, a feature that also permits its purification from rabbit serum. Rabbit IgG could be removed from protein A coated surface by pH adjustment. The regenerated protein A surface was reused three times without loss of activity.
New syntheses for 11-(mercaptoundecyl)triethylene glycol and mercaptododecyltriethyleneoxy biotin amide
Canaria, Christie A.,Smith, Jeffrey O.,Yu,Fraser, Scott E.,Lansford, Rusty
, p. 4813 - 4816 (2007/10/03)
Novel syntheses for mercaptododecyltriethyleneoxy biotin amide and 11-(mercaptoundecyl)triethylene glycol are presented here. Such alkyl thiols are popular components in creating monolayers capable of specifically binding proteins. The development of a variety of functionalized alkyl thiol compounds has a great impact on biosensor substrate design. In our synthesis of mercaptododecyltriethyleneoxy biotin amide, we couple aminotriethyleneoxydodecane disulfide to the NHS-activated biotin; this technique is amenable to attaching a carboxylated molecule of interest in order to create the functionalized alkyl thiol of choice. The 11-(mercaptoundecyl) triethylene glycol synthesis presented here is an alternative method easily completed in three steps.
Formation of self-assembled monolayers by chemisorption of derivatives of oligo(ethylene glycol) of structure HS(CH2)11(OCH2CH2)mOH on gold
Pale-Grosdemange, Catherine,Simon, Ethan S.,Prime, Kevin L.,Whitesides, George M.
, p. 12 - 20 (2007/10/02)
This paper describes the preparation of oligo(ethylene glycol)-terminated alkanethiols having structure HS-(CH2)11(OCH2CH2)mOH (m = 3-7) and their use in the formation of self-assembled monolayers (SAMs) on gold. A combination of experimental evidence derived from X-ray photoelectron spectroscopy (XPS), measurement of contact angles, and ellipsometry implies substantial disorder in the oligo(ethylene glycol)-containing segment. The order in the -(CH2)11- group is not denned by the available evidence. The SAMs are moderately hydrophilic: θa(H2O) = 34-38°; θr(H2O) = 22-25°. A study of monolayers containing mixtures of HS(CH2)11CH3 and HS(CH2)11(OCH2CH2)6OH suggests that the oligo(ethylene glycol) moieties are effective at preventing underlying methylene groups from influencing wetting by water. A limited study demonstrates that these oligo(ethylene glycol)-containing SAMs resist the adsorption of protein from solution and suggests that SAMs will be a useful model system for studying the adsorption of proteins onto organic surfaces.
