- Orthogonal functionalization of a fullerene building block through copper-catalyzed alkyne-azide and thiol-maleimide click reactions
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In this study, the synthesis of an orthogonally clickable fullerene building block mono-adduct bearing on one side an alkyne unit and a maleimide moiety on the other side is presented. This derivative has been involved in CuAAC and thiol-maleimide click reactions using stepwise or one-pot processes with benzyl azide and 1-octanethiol. The one-pot process involving the CuAAC reaction followed by the thiol-maleimide conjugation gives the highest yield. This new platform could pave the way for the synthesis of a wide range of fullerene derivatives exploiting this set of orthogonal reactions.
- Constant, Céline,Albert, Steeve,Zivic, Nicolas,Baczko, Krystyna,Fensterbank, Hélène,Allard, Emmanuel
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Read Online
- Poly[(side-on mesogen)-Alt-(end-on mesogen)]: A compromised molecular arrangement
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In recent years, sequence-controlled side-chain liquid crystal polymers (SCLCPs) have gained extensive interest because mesogenic units with different lengths and distributions can form various ordered sequences, which further endow LCP materials with diverse functions. In this manuscript, a side-chain side-on maleimide-containing monomer 2,5-bis-(4-butoxy-benzoyloxy)-benzoic acid 6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexyl ester (Y1801) and a side-chain end-on styrene-containing monomer 4′-[6-(4-vinyl-phenoxy)-hexyloxy]-biphenyl-4-carbonitrile (Y1802) are combined in one single macromolecular chain and orderly polymerized in an alternative sequence to form an alternating copolymer Poly(Y1801-Alt-Y1802). The chemical structure and alternating sequence of Poly(Y1801-Alt-Y1802) are confirmed by GPC and NMR techniques. The combination of DSC, POM, and WAXS data indicates that, although the side-on homopolymer PY1801 and the end-on homopolymer PY1802 both exhibit the nematic phase, their alternating copolymer Poly(Y1801-Alt-Y1802) shows an interdigitated smectic A phase, a compromised molecular arrangement instead. In addition, a strong fluorescence emission of Poly(Y1801-Alt-Y1802) is observed, which might provide this novel alternating-structured liquid crystal polymer with potential applications in luminescent materials and devices.
- Wang, Meng,Bao, Wei-Wei,Chang, Wen-Ying,Chen, Xu-Man,Lin, Bao-Ping,Yang, Hong,Chen, Er-Qiang
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p. 5791 - 5800
(2019/08/26)
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- ANTIBODY DRUG CONJUGATES
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This application discloses anti-P-cadherin antibodies, antigen binding fragments thereof, and antibody drug conjugates of said antibodies or antigen binding fragments, particularly antibody drug conjugates comprising anti-P-cadherin antibodies conjugated to auristatin analogs. The invention also relates to methods of treating cancer using the antibody drug conjugates. Also disclosed herein are methods of making the antibodies, antigen binding fragments, and antibody drug conjugates, and methods of using the antibodies and antigen binding fragments as diagnostic reagents.
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Paragraph 00493; 00494
(2017/01/02)
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- CYTOTOXIC PEPTIDES AND CONJUGATES THEREOF
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Disclosed herein are novel cytotoxic peptides of formula (I) as described herein: Formula (I) and the use of such peptides in making immunoconjugates (i.e Antibody Drug Conjugates) Also described herein are immunoconjugates (i.e Antibody Drug Conjugates) comprising such novel cytotoxic peptide linked to an antigen binding moiety, such as an antibody; where such immunoconjugates are useful for treating cell proliferative disorders. The invention further provides pharmaceutical compositions comprising these immunoconjugates, compositions comprising the immunoconjugates with a therapeutic co-agent, and methods to use these immunoconjugates and compositions for treating cell proliferation disorders.
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Page/Page column 111
(2015/07/07)
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- Antibody-Drug Conjugates, Compositions and Methods of Use
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Antibody-cytotoxin antibody-drug conjugates and related compounds, such as linker-cytotoxin conjugates and the linkers used to make them, tubulysin analogs, and intermediates in their synthesis; compositions; and methods, including methods of treating can
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Paragraph 0286
(2015/01/06)
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- Photoactivable nonsymmetrical bifunctional linkers for protein immobilization on attenuated total reflectance FTIR optical devices
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The photosensitive 4-azido-2,3,5,6-tetrafluoro-1-benzoyl core has been connected to maleimide-, chloroacetyloxy-, or succinimidyl carbonate motifs through various spacers to furnish a series of bifunctional linkers. One linker (7a) has been used for the construction of a biosensor for β-lactam antibiotic detection by attenuated total reflectance FTIR (ATR-FTIR) spectroscopy. Linkers featuring a photosensitive aryl azide motif at one end and a function reactive toward nucleophiles at the other end are described. One linker is used for the construction of a biosensor for β-lactam antibiotic detection by attenuated total reflectance FTIR spectroscopy. Copyright
- Hammaecher, Catherine,Joris, Bernard,Goormaghtigh, Erik,Marchand-Brynaert, Jacqueline
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supporting information
p. 7952 - 7959
(2014/01/06)
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- Functionalized phosphonated half-cage molecules as ligands for metal complexes
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Phosphonated molecules, featuring a half-cage structure and a N-lateral chain with additional metal coordinating groups were designed as ligands of metal cations. These compounds were synthesized by a Diels-Alder (DA) strategy, using 1-diethoxyphosphoryl-1,3-butadiene and a series of N-substituted maleimides as dienophiles. Two cycloadducts, bearing a terminal primary alcohol and a terminal iodide, respectively, were used as key intermediates for further functionalizations. Metal coordination properties of the ligands equipped with functionalized N-lateral chains were proven by an ESI-HRMS study. The stoichiometry of one selected EuIII complex with a diphosphonated ligand was determined by photoluminescence spectroscopy in emission mode.
- Villemin, Elise,Herent, Marie-France,Marchand-Brynaert, Jacqueline
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supporting information
p. 6165 - 6178
(2013/01/15)
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- A thermally-cleavable linker for solid-phase synthesis
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Oxabicyclo[2.2.1]norbornenes constitute a convenient and readily cleaved linker for solid-phase organic synthesis. A simple and inexpensive furfuryl-substituted resin has been shown to capture and release maleimide dienophiles under conditions compatible with intermediate synthetic steps. The synthesis of β-amino, -thiophenoxy, and -hydrazino alcohols by epoxide ring opening, and maleimide-functionalized Leu-enkephalin by standard peptide coupling techniques, are described to illustrate the utility of the solid-phase synthesis methodology.
- Keller, Keith A.,Guo, Jianhua,Punna, Sreenivas,Finn
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p. 1181 - 1184
(2007/10/03)
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- NEW EFFECTOR CONJUGATES, PROCESS FOR THEIR PRODUCTION AND THEIR PHARMACEUTICAL USE
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Conjugates of epothilones and epothilone derivatives (as effectors) with suitable biomolecules (as recognition units) are described. Their production is carried out by the effectors being reacted with suitable linkers, and the compounds that are produced are conjugated to the recognition units. The pharmaceutical use of the conjugates for treating proliferative or angiogenesis-associated processes is described.
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Page/Page column 51
(2010/02/06)
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- Adhesion promoters containing silane, carbamate or urea, and donor or acceptor functionality
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An adhesion promoter containing silane, and carbamate, thiocarbamate or urea functionality, and electron donor or electron acceptor functionality, displays low volatility.
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