120550-35-8Relevant articles and documents
Thermoresponsive dendronized copolymers for protein recognitions based on biotin–avidin interaction
Zhou, Chunhua,Abdel-Rahman, Mona A.,Li, Wen,Liu, Kun,Zhang, Afang
, p. 832 - 838 (2017)
Thermoresponsive biotinylated dendronized copolymers carrying dendritic oligoethylene glycol (OEG) pendants were prepared via free radical polymerization, and their protein recognitions based on biotin–avidin interaction investigated. Both first (PG1) and second generation (PG2) dendronized copolymers were designed to examine possible thickness effects on the interaction between biotin and avidin. Inherited from the outstanding thermoresponsive properties from OEG dendrons, these biotinylated cylindrical copolymers show characteristic thermoresponsive behavior which provides an envelope to capture avidin through switching temperatures above or below their phase transition temperatures (Tcps). Thus, the recognition of polymer-supported biotin with avidin was investigated with UV/vis spectroscopy and dynamic laser light scattering. In contrast to the case for PG1, the increased thickness for copolymer PG2 hinders partially and inhibits the recognition of biotin moieties with avidin either below or above its Tcp. This demonstrates the significant architecture effects from dendronized polymers on the biotin moieties to shift onto periphery of the collapsed aggregates, which should be a prerequisite for protein recognition. These kinds of novel thermoresponsive copolymers may pave a way for the interesting biological applications in areas such as reversible activity control of enzyme or proteins, and for controlled delivery of drugs or genes.
BIOTINYLATION OF AMINES WITH THE PENTAFLUOROPHENYL ESTER OF D-BIOTIN
Rabinkov, A. G.,Pozdnev, V. F.,Amontov, S. V.,Kopelevich, V. M.,Gunar, V. I.
, p. 350 - 353 (1989)
The synthesis has been effected of the pentafluorphenyl ester of D-biotin by the reaction of D-biotin with bispentafluorophenyl carbonate or pentafluorophenyl trifluoroacetate.The possibility has been shown of using the ester obtained for the biotinylizat
Synthesis and bioactivity of labelled germination stimulants for the isolation and identification of the strigolactone receptor.
Reizelman, Anat,Wigchert, Suzanne C,del-Bianco, Cinzia,Zwanenburg, Binne
, p. 950 - 959 (2003)
Strigolactones are highly potent germination stimulants for seeds of the parasitic weeds Striga and Orobanche spp. The induction of seed germination is thought to proceed via a receptor-mediated mechanism. Isolation and purification of the strigolactone receptor by affinity chromatography using immobilized avidin or streptavidin requires a biotin labelled strigolactone analogue. For this purpose biotin has been attached, directly as well as indirectly, via a hydrophilic linker to the amino function of optically active amino-GR24. Using the same amino substituted synthetic stimulant GR24, labelled stimulants have been prepared which may be suitable for the identification of the receptor by means of fluorescence correlation spectroscopy, scanning force microscopy or photoaffinity techniques. Bioassays of the labelled stimulants reveal that the germination activity on seeds of Striga hermonthica is retained. Crystal data for the diastereoisomer (+)-8 are reported.
From Inhibition to Degradation: Targeting the Antiapoptotic Protein Myeloid Cell Leukemia 1 (MCL1)
Papatzimas, James W.,Gorobets, Evgueni,Maity, Ranjan,Muniyat, Mir Ishruna,Maccallum, Justin L.,Neri, Paola,Bahlis, Nizar J.,Derksen, Darren J.
, p. 5522 - 5540 (2019/06/17)
Protein-protein interactions (PPIs) have emerged as significant targets for therapeutic development, owing to their critical nature in diverse biological processes. An ideal PPI-based target is the protein myeloid cell leukemia 1 (MCL1), a critical prosurvival factor in cancers such as multiple myeloma where MCL1 levels directly correlate to disease progression. Current strategies for halting the antiapoptotic properties of MCL1 revolve around inhibiting its sequestration of proapoptotic factors. Existing inhibitors disrupt endogenous regulatory proteins; however, this strategy actually leads to an increase of MCL1 protein levels. Here, we show the development of hetero-bifunctional small molecules capable of selectively targeting MCL1 using a proteolysis targeting chimera (PROTAC) methodology leading to successful degradation. We have confirmed the involvement of the E3 ligase CUL4A-DDB1 cereblon ubiquitination pathway, making these PROTACs a first step toward a new class of antiapoptotic B-cell lymphoma 2 family protein degraders.
GENETICALLY ENCODED BIOTIN AND BIOTIN-ANALOGS AND USE THEREOF
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Paragraph 0082, (2018/12/02)
Embodiments of the present disclosure describe non-canonical amino acids characterized by the formula A—L—B, where A is an amino acid, L is a linker, and B is a biotin or a biotin-analog group. Embodiments describe translation systems comprising an orthog
Phosphoramidite reagents and solid-phase supports based on hydroxyprolinol for the synthesis of modified oligonucleotides
Tatulchenkov, M. Yu.,Prokhorenko,Kvach,Navakouski,Stepanova,Pilchenko,Gontarev,Sharko,Korshun,Shmanai
, p. 386 - 396 (2017/08/08)
The synthesis of phosphoramidite reagents and solid-phase supports based on hydroxyprolinol for the introduction of the residues of biotin, lipoic acid, amino groups, and terminal acetylene groups at different positions of the oligonucleotide chain has been described. The efficiency of the reagents and supports has been confirmed by the synthesis of the corresponding modified oligonucleotides.
Labelling reagents having a pyridine nucleus bearing a diazomethyl function, process for synthesis of such reagents and processes for detection of biological molecules
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Page/Page column 21, (2016/03/13)
A process for synthesis of a labelling reagent, a process for the labelling of a biological molecule, a labelled biological molecule obtained by the process, a process for labelling and fragmentation of a single or double strand nucleic acid, a labelled n
Synthesis of biotinylated episilvestrol: Highly selective targeting of the translation factors eIF4AI/II
Chambers, Jennifer M.,Lindqvist, Lisa M.,Webb, Andrew,Huang, David C. S.,Savage, G. Paul,Rizzacasa, Mark A.
supporting information, p. 1406 - 1409 (2013/05/08)
Silvestrol (1) and episilvestrol (2) are protein synthesis inhibitors, and the former has shown efficacy in multiple mouse models of cancer; however, the selectivity of these potent cytotoxic natural products has not been described. Herein, it is demonstr
Biotinylated polyacrylamide-based metal-chelating polymers and their influence on antigen recognition following conjugation to a trastuzumab fab fragment
Liu, Peng,Boyle, Amanda J.,Lu, Yijie,Reilly, Raymond M.,Winnik, Mitchell A.
, p. 2831 - 2842 (2012/11/06)
We report the synthesis and characterization of metal-chelating polymers (MCPs) with a terminal biotin and a polyacrylamide backbone harboring multiple diethylenetriaminepentaacetic acid (DTPA) chelating sites. These polymers are conjugated to a streptavi
Efforts toward elucidating Thalidomide's molecular target: An expedient synthesis of the first Thalidomide biotin analogue
Stewart, Scott G.,Braun, Carlos J.,Polomska, Marta E.,Karimi, Mahdad,Abraham, Lawrence J.,Stubbs, Keith A.
scheme or table, p. 4059 - 4062 (2010/11/17)
Herein we describe the synthesis of the first Thalidomide-biotin analogue in order to initiate investigations into the unknown molecular mode of action of Thalidomide. In this manner we describe the attachment of biotin tether through the Huisgen 1,3-dipo