29167-28-0Relevant articles and documents
Synthesis of highly functionalized oligobenzamide proteomimetic foldamers by late stage introduction of sensitive groups
Burslem, George M.,Kyle, Hannah F.,Prabhakaran, Panchami,Breeze, Alexander L.,Edwards, Thomas A.,Warriner, Stuart L.,Nelson, Adam,Wilson, Andrew J.
, p. 3782 - 3786 (2016)
α-Helix proteomimetics represent an emerging class of ligands that can be used to inhibit an array of helix mediated protein-protein interactions. Within this class of inhibitor, aromatic oligobenzamide foldamers have been widely and successfully used. This manuscript describes alternative syntheses of these compounds that can be used to access mimetics that are challenging to synthesize using previously described methodologies, permitting access to compounds functionalized with multiple sensitive side chains and accelerated library assembly through late stage derivatisation.
Conjugation of Indoles to Antibodies through a Novel Self-Immolating Linker
Dragovich, Peter S.,Blake, Robert A.,Chen, Chunjiao,Chen, Jinhua,Chuh, Josefa,den Besten, Willem,Fan, Fang,Fourie, Aimee,Hartman, Steven J.,He, Changrong,He, Jintang,Ingalla, Ellen Rei,Kozak, Katherine R.,Leong, Steven R.,Lu, Jiawei,Ma, Yong,Meng, Lingyao,Nannini, Michelle,Oeh, Jason,Ohri, Rachana,Lewis Phillips, Gail,Pillow, Thomas H.,Rowntree, Rebecca K.,Sampath, Deepak,Vandlen, Richard,Vollmar, Breanna,Wai, John,Wertz, Ingrid E.,Xu, Keyang,Xu, Zijin,Zhang, Donglu
, p. 4830 - 4834 (2018)
A novel strategy to attach indole-containing payloads to antibodies through a carbamate moiety and a self-immolating, disulfide-based linker is described. This new strategy was employed to connect a selective estrogen receptor down-regulator (SERD) to various antibodies in a site-selective manner. The resulting conjugates displayed potent, antigen-dependent down-regulation of estrogen receptor levels in MCF7-neo/HER2 and MCF7-hB7H4 cells. They also exhibited similar antigen-dependent modulation of the estrogen receptor in tumors when administered intravenously to mice bearing MCF7-neo/HER2 tumor xenografts. The indole-carbamate moiety present in the new linker was stable in whole blood from various species and also exhibited good in vivo stability properties in mice.
Tuning the molecular weight of polymeric amphiphiles as a tool to access micelles with a wide range of enzymatic degradation rates
Slor, Gadi,Papo, Nitsan,Hananel, Uri,Amir, Roey J.
supporting information, p. 6875 - 6878 (2018/06/26)
Enyzme-responsive polymeric assemblies hold great potential for biomedical applications due to the over-expression of disease-associated enzymes, which can be utilized to activate such systems only in afflicted tissues. Herein we demonstrate that the overall molecular weight of polymeric amphiphiles, which have the same hydrophilic/hydrophobic ratio, can be tuned to create polymeric micelles with an extreme range of degradation rates. This approach expands the available set of molecular parameters that can be adjusted to tune the degradation rate of polymeric assemblies, paving new possibilities for rational design of polymeric systems with controlled degradation rates.
