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1 t in any cell, the protein folding sensor is bioorthogonal.
4 involves ruthenium-hydride intermediates, is bioorthogonal and biocompatible, and can be used for the
6 yclooctene-tetrazine cycloadditions are both bioorthogonal and mutually orthogonal: trans-cyclooctene
7 nd find widespread use for different in vivo bioorthogonal applications, particularly in the biomedic
10 mediated by transition metals is a promising bioorthogonal approach to rescue the activity of caged m
11 eptionally mild conditions and constitutes a bioorthogonal approach toward amidines by avoiding the u
12 By combining a tHCA probe and a pretargeted bioorthogonal approach, real-time, non-invasive tumour v
15 nt in biological systems, making it a unique bioorthogonal atom for probing molecular interactions in
18 recognition motif that allows us to append a bioorthogonal azide or alkyne moiety and use the Cu(I)-c
19 of site-selective bioconjugation followed by bioorthogonal bond cleavage was efficiently employed for
20 f maturing mechanistic understanding and new bioorthogonal bond-cleavage reactions, the broader goal
25 a prominent role in the growing subfield of bioorthogonal catalysis by producing xenobiotics and unc
27 argeting concepts can be translated to rapid bioorthogonal chemical approaches with retained potentia
30 tabolic GalNAz labeling of human cells and a bioorthogonal chemical probe to affinity-purify and iden
34 t thiopeptide variants containing ncAAs with bioorthogonal chemical reactivity can be further postbio
39 provides a versatile general approach to map bioorthogonal-chemically engineered post-translational m
44 openone ligation is also distinct from other bioorthogonal chemistries in that it makes use of readil
45 luorescent probes can make use of selective, bioorthogonal chemistries to report on specific analytes
46 ade towards not only expanding the number of bioorthogonal chemistries, but also fine-tuning existing
47 a non-natural amino acid and two compatible bioorthogonal chemistries, we conjugated mannitol dehydr
49 near-infrared probe that can be activated by bioorthogonal chemistry and image tumours in mice by cag
50 Our studies define a novel intersection of bioorthogonal chemistry and metabolite reactivity that m
51 tions of triazines have wide applications in bioorthogonal chemistry and natural product synthesis.
53 trazines (PMT) are a key enabler for in vivo bioorthogonal chemistry based on the very fast and catal
59 ecent advances in genetic code expansion and bioorthogonal chemistry have enabled the site-specific l
60 luorescent probes designed for activation by bioorthogonal chemistry have enabled the visualization o
62 mical modification of membrane proteins with bioorthogonal chemistry to explore their structure-funct
63 r strategy has been used in conjunction with bioorthogonal chemistry to image the external glycosylat
64 ting properties of hydroxamic acid groups by bioorthogonal chemistry using Pd-functionalized resins.
66 rating O-propargyl-puromycin (OPP) labeling, bioorthogonal chemistry, and multiplexed proteomics for
67 nt developments in chemoenzymatic reactions, bioorthogonal chemistry, and optogenetics, we tether flu
70 forms the foundation for the development of bioorthogonal chemistry, in which the absence of a pair
71 Cyclopropenones are attractive motifs for bioorthogonal chemistry, owing to their small size and u
72 trazines are important tools to the field of bioorthogonal chemistry, there is a need for new approac
73 a significant advancement on the utility of bioorthogonal chemistry, TUTase, and the CRISPR toolbox,
80 that uses metabolic labelling combined with bioorthogonal click chemistry (that is, reactions perfor
82 -Click (sgR-CLK) that harnesses the power of bioorthogonal click chemistry for remodeling guide RNA t
84 ed metabolic oligosaccharide engineering and bioorthogonal click chemistry to label various commensal
85 jugated dibenzylcyclooctyne (DBCO-Cy5.5) via bioorthogonal click chemistry, resulting in Cy5.5-labele
88 and Diels-Alder reaction, and other types of bioorthogonal click ligations have had a significant imp
89 he potential of boronic ester formation as a bioorthogonal click reaction between abiotic boronic aci
90 uorescence (NIRF) dye-labeled molecules by a bioorthogonal click reaction in cell cultures and in tum
91 Recently, metabolic glycoengineering with bioorthogonal click reactions has focused on improving t
92 Both components are cross-linked by multiple bioorthogonal click reactions in situ on the surface of
93 ceptor (EGFR) Fab and an anti-CD105 Fab, via bioorthogonal "click" ligation of trans-cyclooctene and
96 rotecting group from a protein or drug under bioorthogonal conditions enables accurate spatiotemporal
99 ed from the rest of the protein pool through bioorthogonal conjugation of the azide side chain to pro
100 ironment is examined, and its potential as a bioorthogonal conjugation reaction is demonstrated.
101 in we report a fast (>10(3) M(-1) s(-1)) and bioorthogonal conjugation reaction that joins semicarbaz
102 oline derivatives were synthesized to permit bioorthogonal conjugation reactions, including azide-alk
103 etrazine moiety, which allowed site-specific bioorthogonal conjugation to an engineered membrane prot
105 cals are harnessed to initiate and sustain a bioorthogonal controlled radical polymerization via reve
106 bination of metabolically labeled glycans, a bioorthogonal copper(I)-catalyzed azide-alkyne cycloaddi
109 nd relied on copper-free click chemistry for bioorthogonal covalent cross-links throughout the film t
110 functionalized Pt(II)-based agents using the bioorthogonal Cu(I)-catalyzed azide-alkyne cycloaddition
111 Here we employ an optimized first-order bioorthogonal cyclization reaction to control the self-a
112 yl-cyclopropene groups that rapidly react by bioorthogonal cycloaddition in the presence of complemen
114 d SWCNTs could allow application of targeted bioorthogonal decaging approaches with minimal off-site
115 , IEDDA reactions have recently found use in bioorthogonal decaging to activate proteins or drugs in
116 ogy for pretargeted PET imaging based on the bioorthogonal Diels-Alder click reaction between tetrazi
117 ly efficient extracellular and intracellular bioorthogonal disassembly via omnidirectional tetrazine-
121 The isocyano group is a structurally compact bioorthogonal functional group that reacts with tetrazin
124 re analogues of monosaccharides that contain bioorthogonal functionalities and enable the direct visu
125 robenzene (CDNB), and bear a wide variety of bioorthogonal functionalities such as alkynes, aldehydes
126 e of alternative substrates that incorporate bioorthogonal functionality including azides and alkynes
128 lated unnatural monosaccharides containing a bioorthogonal group have been widely used for metabolic
131 al motifs, isotopic labels, and a variety of bioorthogonal handles are prepared, along with analogues
132 y trap interactions in vivo and by employing bioorthogonal handles to enrich the protein targets dire
135 at Affibody-based pretargeting mediated by a bioorthogonal interaction between trans-cyclooctene (TCO
136 s functionalized tetrazines in vivo, via the bioorthogonal inverse electron demand Diels-Alder (IEDDA
137 ine (Tz)-based radioligand via the rapid and bioorthogonal inverse electron-demand Diels-Alder reacti
138 o predict the second order rate constants of bioorthogonal inverse-electron demand Diels-Alder reacti
140 Simultaneous systemic administration of the bioorthogonal IONPs in tumor-bearing mice demonstrated t
141 rface endogenous RNAs (e.g., microRNAs) with bioorthogonal l-DNA, suggesting applications in bioengin
145 strategy, which employs genetic encoding and bioorthogonal labeling of azF in live cells, should be u
147 zed genetic code expansion and site-specific bioorthogonal labeling of rhodopsin with Alexa488 to ena
150 Interest in mutually exclusive pairs of bioorthogonal labeling reagents continues to drive the d
164 esis, as well as a simple protocol for their bioorthogonal ligation to a model saccharide using a Hui
166 -monophosphate (AMP) allows their subsequent bioorthogonal ligation with azide-fluorescent dyes or af
169 ity, in conjunction with a more reproducible bioorthogonal method of chemical modification and facile
173 combination of primer extension, bypass, and bioorthogonal modification works also for double and tri
179 , we report the fabrication of protein-sized bioorthogonal nanozymes through the encapsulation of hyd
185 ling by amino acids in cell culture (pSILAC)/bioorthogonal noncanonical amino acid tagging (BONCAT) m
187 d a time-selective proteome-labeling method [bioorthogonal noncanonical amino acid tagging (BONCAT)]
189 sly within the cytosol and mediate efficient bioorthogonal organometallic chemistries (e.g., allylcar
190 , is becoming increasingly important because bioorthogonal organometallic chemistry involves palladiu
193 genomic sequences, and can thus form a near bioorthogonal pair with I-SceI for DNAzyme activation wi
194 he development and biological screening of a bioorthogonal palladium-labile prodrug of the nucleoside
195 l and DHHC5-GT (gene-trapped) mice using the bioorthogonal palmitate analog 17-octadecynoic acid.
197 shed labeling strategies that originated the bioorthogonal paradigm, we have recently proposed the us
198 use of heterogeneous palladium chemistry and bioorthogonal Pd(0)-labile prodrugs to develop spatially
201 trate a synthetic strategy that exploits two bioorthogonal photochemistries to achieve reversible imm
202 zed as robust polymer fibers via interfacial bioorthogonal polymerization employing the rapid cycload
204 e bacterial cell surface by an extracellular bioorthogonal probe, as judged by confocal fluorescence
206 e new insights into the development of novel bioorthogonal probes that can be utilized in site-specif
207 these strained alkynes identify them as new bioorthogonal probes that should facilitate the discover
209 f identifying substrates of individual PMTs, bioorthogonal profiling of protein methylation (BPPM) ha
210 To address such a need, we envisioned a Bioorthogonal Profiling of Protein Methylation (BPPM) te
217 usly developed a novel approach based on the bioorthogonal reaction between a radiolabeled tetrazine
220 ze a pretargeting strategy that exploits the bioorthogonal reaction between transcyclooctene (TCO) an
221 this Review, we highlight recent advances in bioorthogonal reaction development, focusing on how phys
224 udies establish Cu-free click chemistry as a bioorthogonal reaction that can be executed in the physi
227 l sites of chain termination in vivo through bioorthogonal reaction with fluorescent cyclooctyne prob
228 o called "copper-free click chemistry", is a bioorthogonal reaction with widespread applications in b
231 the carbonyl moiety of biomolecules through bioorthogonal reaction, therefore can be utilized for th
235 ocyano group is a valuable functionality for bioorthogonal reactions because it rapidly reacts with t
236 ted product can be further functionalized by bioorthogonal reactions between the aldehyde residue and
237 Alder (IEDDA) reaction stands out from other bioorthogonal reactions by virtue of its unmatchable kin
239 tages of this approach over state-of-the-art bioorthogonal reactions for protein labelling in vitro a
244 system enabled a detailed comparison of the bioorthogonal reactions in live cells and informed the s
245 approaches to introduce terminal alkynes for bioorthogonal reactions into biomolecules still present
246 nse interest in the development of selective bioorthogonal reactions or "click" chemistry that can pr
247 e proline derivatives allowed three parallel bioorthogonal reactions to be conducted in one solution.
248 reporters in conjunction with catalyst-free bioorthogonal reactions will greatly streamline protein
252 er, we discuss how one of the most versatile bioorthogonal reactions, "click chemistry", has been exp
255 ailable toolkit to tag-free methods based on bioorthogonal reactions, we hope to enable researchers t
265 t the sites that can be labeled, while many "bioorthogonal" reactions for which a component can be ge
266 on maleimide-toxin conjugates, which include bioorthogonal reactive groups, are also found to block c
268 enetically encoded unnatural amino acid with bioorthogonal reactivity and the inhibitor conjugate con
271 ag protein technology for directly comparing bioorthogonal reagent reactivity, specificity, and stabi
272 ring a novel way to modulate the activity of bioorthogonal reagents in the most fragile and complex o
276 ith single-molecule sensitivity, combining a bioorthogonal, selective chemical labeling method of 5-h
277 n mammalian cells, and demonstrate the rapid bioorthogonal site-specific labelling of a protein on th
279 rotein inactive until deprotection through a bioorthogonal Staudinger reduction delivers the active w
281 jugated to Tyr3-octreotate (Y3-TATE) through bioorthogonal, strain-promoted alkyne azide cycloadditio
283 robed, in principle, by monosaccharides with bioorthogonal tags that would ideally be specific for di
284 aman scattering (SRS), and covers the use of bioorthogonal tags to enhance sample detection, and rece
285 azine ligations have proven to be a powerful bioorthogonal technique for the detection of many labele
287 n this study, we have harnessed the power of bioorthogonal tethering to SNAP and CLIP protein tags to
292 s integrate a coumarin fluorochrome with the bioorthogonal trans-cyclooctene(TCO)-tetrazine chemistry
293 rms of light-induced cargo release, however, bioorthogonal transformation of the modulating tetrazine
295 eir ability to perform simultaneous multiple bioorthogonal transformations will empower the applicati