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[ CAS No. 1291-48-1 ] 1,1'-Ferrocenedimethanol

Cat. No.: A238268
Chemical Structure| 1291-48-1
Chemical Structure| 1291-48-1
Structure of 1291-48-1 * Storage: Sealed in dry,Room Temperature
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Brandaise Martinez ;

Abstract: Point-of-care (POC) testing has grown in popularity in recent years, though most common lateral flow assay (LFA) techniques lack sensitivity and are not quantitative. Electrochemical sensors are a promising alternative, specifically thermoplastic electrodes (TPEs) due to their electrochemical performance and durability while remaining inexpensive. TPEs have been used for a wide variety of applications, but their use as immunosensors has been limited due to difficulty with antibody immobilization. This work seeks to explore techniques for modifying TPE surfaces for use as label-free immunosensors. Chapter 2 examines common antibody immobilization techniques applied to TPEs and determines that the standard existing protocols are lacking. Passive adsorption, EDC/NHS coupling, and chitosan films are used to attach antibodies to the surface. It was found that while each are commonly used in immunosensor fabrication, they have drawbacks that make them unsuitable for TPE immunosensors. Passive adsorption results in unstable antibody attachments leading to inconsistent sensing. EDC/NHS crosslinking is prone to side reactions and again led to inconsistencies in detection of the antigen. Chitosan films were perhaps the most promising, but they passivated the electrode to the extent that detecting the antigen was limited. Chapter 3 moves towards the development and characterization of a new TPE surface modification using aryl diazonium grafting followed by click chemistry to biotinylate electrodes for easy antibody immobilization. A variety of electrochemical techniques and surface characterizations were used to examine the stepwise modification of the TPE surface. It was shown that click chemistry can be successfully used on TPEs to attach various moieties following aryl diazonium grafting. Ethynyl ferrocene was clicked to the surface resulting in a surface coverage (ΓFc) of (1.0 ± 0.2) × 10-10 mol∙cm-2, which is comparable to literature values for similar approaches on commercial carbon electrodes. Streptavidinated antibody was successfully attached as well with a clear change in electrochemical signal upon binding. The method is expanded in Chapter 4 with the use of heterogeneous modifications with multiple functions. The monolayer contains surface bound ferrocene to aid in electron transport, long polyethylene glycol (PEG) spacers to block nonspecific adsorption, in addition to the antibody immobilization point. The modified TPEs were used to successfully detect the nucleocapsid protein of inactivated SARS-CoV-2 virus in buffer solution as a proof-of-concept without the need for a label. The LOD was approximately 6 PFU/mL which exceeds many existing POC tests for COVID-19. The work here expands on the potential applications of TPEs with increased performance and durability over other carbon electrode immunosensors. Potential future directions to expand the sensing capabilities include multiplexed sensors, alternative electrode materials, and expanding to non-antibody based systems.

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Brandaise Martinez ; Yann R. Leroux ; Philippe Hapiot , et al. DOI: PubMed ID:

Abstract: Cu(I)-catalyzed 1,3-dipolar cycloaddition (CuAAC), also known as click chemistry, has been demonstrated to be highly robust while providing versatile surface chemistry. One specific application is biosensor fabrication. Recently, we developed thermoplastic electrodes (TPEs) as an alternative to traditional carbon composite electrodes in terms of cost, performance, and robustness. However, their applications in biosensing are currently limited due to a lack of facile methods for electrode modification. Here, we demonstrate the feasibility of using CuAAC following the diazonium grafting of TPEs to take advantage of two powerful technologies for developing a customizable and versatile biosensing platform. After a stepwise characterization of the electrode modification procedures was performed, electrodes were modified with model affinity reagents. Streptavidin and streptavidin-conjugated IgG antibodies were successfully immobilized on the TPE surface, as confirmed by electrochemical impedance spectroscopy and X-ray photoelectron spectroscopy.

Keywords: biosensor ; electrode modification ; carbon composite electrodes ; electrochemical sensor ; click chemistry

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Kwon, Hyejin ; Newell, Brian S ; Bruns, Carson J DOI: PubMed ID:

Abstract: The cycloparaphenylene (CPP) nanocarbons are an appealing family of macrocyclic organic semi conductors with size-tunable structures and unique optoelectronic properties, which can be further modulated by complexation with guest molecules. While many π–π-stabilized CPP-fullerene host–guest complexes are known, CPPs can also host polycyclic guests stabilized by aromatic CH–π interactions. Here we combine experimental and computational results to report that CH–π interactions can also be tapped to include redox-active metallocene guests in [8]cycloparaphenylene ([8]CPP). Oxidation of a metallocene guest is accompanied by an increase in binding affinity and tilt angle. Crystallographically determined solid-state structures reveal CH–π interactions in the ferrocene complex (Fc⊂[8]CPP) and additional π–π interactions in the cobaltocenium complex (CoCp2 +⊂[8]CPP). Functionalizing Fc with oxygen-bearing side chains also improves complex stability to a similar extent as oxidation, due to the formation of CH–O hydrogen bonds with the host’s p-phenylene units. This work shows that CH–π bonding can be generalized as a driving force for CPP host–guest complexes and combined with other supramolecular forces to enhance stability. Owing to their semiconducting nature, amenability to functionalization, and reversible redox-dependent behavior, the [8]CPP-metallocene host–guest com plexes may expand the library of synthons available for designing bespoke nanoelectronics and artificial molecular machines.

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Product Details of [ 1291-48-1 ]

CAS No. :1291-48-1 MDL No. :MFCD02091688
Formula : C12H14FeO2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :-
M.W : 246.08 Pubchem ID :-
Synonyms :

Safety of [ 1291-48-1 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
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