Adamantane-Containing Polymers

Mathias, Lon J.; Jensen, Jennifer J.; Reichert, Veronica T.; Lewis, Charles; Tullos, Gordon L.

doi:10.1021/bk-1996-0624.ch011

Cited by 15 publications

(12 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1b ). Based on these initial data, we continued our investigation of hydrophobic tagging-induced degradation with hydrophobic containing HyT13 because of the reported high stability and cell permeability of compounds bearing adamantyl groups 27 , 28 .…”

Section: Resultsmentioning

confidence: 99%

Small-molecule hydrophobic tagging–induced degradation of HaloTag fusion proteins

et al. 2011

View full text Add to dashboard Cite

The ability to regulate any protein of interest in living systems with small molecules remains a challenge. We hypothesized that appending a hydrophobic moiety to the surface of a protein would mimic the partially denatured state of the protein, thus engaging the cellular quality control machinery to induce its proteasomal degradation. We designed and synthesized bifunctional small molecules that bind a bacterial dehalogenase (HaloTag protein) and present a hydrophobic group on its surface. Remarkably, hydrophobic tagging of the HaloTag protein with an adamantyl moiety induced the degradation of cytosolic, isoprenylated, and transmembrane fusion proteins in cell culture. We demonstrated the in vivo utility of hydrophobic tagging by degrading proteins expressed in zebrafish embryos and by inhibiting RasG12V-driven tumor progression in mice. Therefore, hydrophobic tagging of HaloTag fusion proteins affords small molecule control over any protein of interest, making it an ideal system for validating potential drug targets in disease models.

show abstract

Section: Resultsmentioning

confidence: 99%

Small-molecule hydrophobic tagging–induced degradation of HaloTag fusion proteins

et al. 2011

View full text Add to dashboard Cite

show abstract

“…Compared to other inorganic nanofillers, organic adamantanes show better affinity with organic polymers [96]. They possess numerous unique characteristics, such as having a symmetric cage-like structure, high substitutability, and good lipophilicity, which have attracted significant research attention in polymer science [97].…”

Section: Adamantane and Its Derivativesmentioning

confidence: 99%

Nanotechnology of diamondoids for the fabrication of nanostructured systems

Yeung

Dong

Chen

et al. 2020

Nanotechnology Reviews

View full text Add to dashboard Cite

Diamondoids are cage-like hydrocarbon materials with unique characteristics such as low dielectric constants, negative electron affinity, large steric bulk, and electron-donating ability. They are widely used for advanced functional materials in nanocomposite science. Surface modification of diamondoids also produces functional derivatives that broaden its applications. This article provides a concise review of the fundamentals of diamondoids, including their origin and functionalization, electronic structure, optical properties, and vibrational characteristics. The recent advances of diamondoids and their derivatives in applications, such as nanocomposites and thin film coatings, are presented. The fabrication of diamondoid-based nanostructured devices, including electron emitters, catalyst sensors, and light-emitting diodes, are also reviewed. Finally, the future developments of this unique class of hydrocarbon materials in producing a novel nanostructure system using advanced nanotechnologies are discussed. This review is intended to provide a basic understanding of diamondoid properties, discuss the recent progress of its modifications and functionalization, and highlight its novel applications and future prospects.

show abstract

“…It was reported that the nanosized diamondoids possess better chemical stabilities than graphite of similar size. 94 4.2.1 Diamondoids in polymer backbones. 46 So far, adamantane has been introduced as a pendant group or into the backbones of polymers by radical polymerization, polycondensation, or coordination polymerization.…”

Section: Applications In Polymersmentioning

confidence: 99%

“…9,94,101,108 The resulting polymers usually possess high glass transition and decomposition temperatures and a low chain mobility owing to the hindrance from the cage structure of diamondoids. 9,94,101,108 The resulting polymers usually possess high glass transition and decomposition temperatures and a low chain mobility owing to the hindrance from the cage structure of diamondoids.…”

Section: Diamondoids In Crosslinking Networkmentioning

confidence: 99%

Derivatization of diamondoids for functional applications

et al. 2015

View full text Add to dashboard Cite

Diamondoids, a group of hydrocarbon cage molecules that resemble diamond lattice, are attracting increasing interest in the past decade. Their diamond-like structure warrants that diamondoids inherit the superior properties of diamond at nanoscale, including exceptional hardness and stiffness, high thermal stability, high chemical resistance, unique optical properties and fluorescence, and excellent biocompatibility. To effectively take advantage of the fascinating properties of diamondoids, they must be properly functionalized so that they can be covalently incorporated into the host systems or compatibly mixed with the hosts. Herein, the origin, synthesis, derivatization, and application of diamondoids are reviewed. In particular, how the derivatized diamondoids for various functional applications, including pharmaceuticals, polymers, fine chemicals, nanomaterials, and optical devices, are discussed. It is hoped that this review article can attract more interest in diamondoids, which in turn helps motivate the development of new synthesis and application of diamondoids and their derivatives so that this group of unique molecules can bring more benefits. Scheme 3 Bromination of adamantane under phase-transfer conditions.Scheme 4 Synthesis of 1,3,5,7-tetrabromoadamantane.Scheme 5 Preparation of 1-adamantanol by the ozonation of adamantane over silica gel.Scheme 6 Preparation of adamantyl amine.Scheme 7 Preparation of 1,3-adamantanedicarboxylic acid.

show abstract

Adamantane-Containing Polymers

Cited by 15 publications

References 0 publications

Small-molecule hydrophobic tagging–induced degradation of HaloTag fusion proteins

Small-molecule hydrophobic tagging–induced degradation of HaloTag fusion proteins

Nanotechnology of diamondoids for the fabrication of nanostructured systems

Derivatization of diamondoids for functional applications

Contact Info

Product

Resources

About