244760-25-6Relevant articles and documents
Photochemically re-bridging disulfide bonds and the discovery of a thiomaleimide mediated photodecarboxylation of C-terminal cysteines
Richards, Daniel A.,Fletcher, Sally A.,Nobles, Muriel,Kossen, Hanno,Tedaldi, Lauren,Chudasama, Vijay,Tinker, Andrew,Baker, James R.
, p. 455 - 459 (2015)
Described in this work is a novel method for photochemically manipulating peptides and proteins via the installation of cysteine-selective photoactive tags. Thiomaleimides, generated simply by the addition of bromomaleimides to reduced disulfide bonds, undergo [2 + 2] photocycloadditions to reconnect the crosslink between the two cysteine residues. This methodology is demonstrated to enable photoactivation of a peptide by macrocyclisation, and reconnection of the heavy and light chains in an antibody fragment to form thiol stable conjugates. Finally we report on an intriguing thiomaleimide mediated photochemical decarboxylation of C-terminal cysteines, discovered during this study.
Design, Synthesis, and Use of MMP-2 Inhibitor-Conjugated Quantum Dots in Functional Biochemical Assays
Bourguet, Erika,Brazhnik, Kristina,Sukhanova, Alyona,Moroy, Gautier,Brassart-Pasco, Sylvie,Martin, Anne-Pascaline,Villena, Isabelle,Bellon, Georges,Sapi, Janos,Nabiev, Igor
, p. 1067 - 1081 (2016)
The development of chemically designed matrix metalloprotease (MMP) inhibitors has advanced the understanding of the roles of MMPs in different diseases. Most MMP probes designed are fluorogenic substrates, often suffering from photo- and chemical instabi
TREATMENT OF CANCER, INFLAMMATORY DISEASES AND AUTOIMMUNE DISEASES
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, (2022/02/06)
The present disclosure relates to methods for the treatment or prevention of cancer, an inflammatory disease or an autoimmune disease with compounds of the invention as disclosed herein. The present disclosure also relates to methods for reducing risk of developing cancer, an inflammatory disease or an autoimmune disease with compounds of the invention as disclosed herein.
BIOMIMETIC NANOMATERIALS AND USES THEREOF
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, (2019/02/15)
The present disclosure relates to biomimetic nanomaterials, compounds, compositions, and methods for delivery of therapeutic, diagnostic, or prophylactic agents (for example, a nucleic acid).
Affinity labeling with 4-azidophthalimide (AzPI): Relation between labeling rate and fluorescence intensity
Chiba, Kosuke,Hashimoto, Yuichi,Yamaguchi, Takao
, p. 994 - 996 (2018/10/31)
We recently developed 4-azidophthalimide (AzPI) as a compact fluorogenic photoreactive tag that can be attached to ligands to achieve selective fluorescence labeling of target proteins even in the presence of a large excess of non-target proteins. To further establish the utility of the AzPI tag, we focused here on streptavidin labeling with biotin–AzPI conjugates, and evaluated the relation between the amount of covalently labeled streptavidin (labeling rate) and fluorescence intensity. The labeling rate was proportional to the fluorescence intensity under standardized photo-irradiation conditions. Prolongation of the photo-irradiation time led to a marked increase in the labeling rate, but this was accompanied by a gradual decrease in the fluorescence intensity, which appeared to be due at least in part to photo-induced degradation of the target streptavidin. These findings should be helpful for achieving sensitive fluorescence detection of target proteins by using the AzPI tag.
METHODS OF TREATING OR PREVENTING A PROTEOPATHY
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, (2016/12/26)
Methods for the treatment or prevention of a proteopathy are described herein.
Carbamate linker strategy in solid-phase synthesis of amino-functionalized glycoconjugates for attachment to solid surfaces and investigation of protein-carbohydrate interactions
Spjut, Sara,Pudelko, Maciej,Hartmann, Mirja,Elofsson, Mikael
experimental part, p. 349 - 357 (2009/06/18)
Amino-functionalized serine-based galactose and glucose neoglycolipids were prepared by solid-phase synthesis using a carbamate strategy for anchoring amino functionalities to a (2-fluoro-4-hydroxymethylphenoxy)acetic acid linker resin. Key synthetic step