Fluorogenic 1,3‐Dipolar Cycloaddition within the Hydrophobic Core of a Shell Cross‐Linked Nanoparticle

O’Reilly, Rachel K.; Joralemon, Maisie J.; Hawker, Craig J.; Wooley, Karen L.

doi:10.1002/chem.200600467

Cited by 146 publications

(107 citation statements)

References 97 publications

(61 reference statements)

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“…St [184] MMA [88] 323 [185] 40 [186] S S O O St [186] St-b-MAH [186] St-b-MAH-b-NIPAM [186] 41* [187,188] S S (MMA) [64,187,189] BA [187] EHA [188] St [190] TBAM [191] DEAM [187] DMAM [187] NAM [191] NIPAM [187,189] BA/St [192] EHA-b-MA [188] TBAM-b-NAM [191] DMAM/NAS [193] NAM-b-TBAM [191] 42* S S Ph CN MMA [194] 376 [195] 376-b-MMA [195] BA [196] MMA [189] NIPAM [189] MMA-b-NIPAM [189] MMA/283 [197] MMA/284 [197] St/2VP [198] St/348 [199] THPA-b-St [200] THPA-b-St/373 [201] 44 [202] [200] 47 [203] …”

Section: Choice Of Raft Agentsmentioning

confidence: 99%

“…Styrene derivatives subjected to RAFT polymerization 348 [100,199] O 349 [138] O N N N 350 [158,309] N VBTAC 351 [159] Cl Ϫ Nϩ 352 [459] HN O 353 [321] O F F F F 354 [313] O F F F F 355 [313] [244] VBTPC 359 [34] Cl Ϫ P ϩ 360 [244] 361 [250] O N O 362 [207] O O O 363 [134] O O O Fe 364 [102] N 365 [102] N Table 23. Vinyl derivatives subjected to RAFT polymerization 366 [380] N 367 [380] N 368 [380] N 369 [390] N O O G. Moad, E. Rizzardo, and S. H. Thang [111,135] 370 [135,146] 375 [136] 376 [195] 377 [150] 378 [410] O O (H 3 C) 3 Si 372 [338,346,347] 373 [201] 374 [459] O [466] NAS 380 [160,299,317,345,347] 381 [178] 382 [222] [149,…”

Section: End-functional Polymers and End-group Transformationsmentioning

confidence: 99%

“…[520] A variety of methods have been used to synthesize AA-b-St Diamine/carbodiimide crosslinking of PAA shell [200] AA-b-St 373 Diamine/carbodiimide of PAA shell [201] tBA-b-338 [235] Diamine/carbodiimide crosslinking of PAA shell [235] DMAM-b-331-b-NIPAM Ionic crosslinking of P331 shell with cationic PVBTAC [159] DMAM-b-(NIPAM/339) Ionic crosslinking of P(NIPAM/P339) shell with cationic PVBTAC [319] DMAEMA-b-NIPAM Au crosslinking of PDMAEMA shell [143] MA-b-NAS/NAM Diamine crosslinking of active ester in NAS/NAM shell [299] St/MAH-b-Ip Radical crosslinking (AIBN) of PIp shell [315] PEG-b-(CEA/DEMEMA) Photo-crosslinking of P(CEA/DEMEMA) core [515] A See footnote A of Table 3. B See footnote B of Table 3. silica-bound RAFT agent functionality for surface-initiated grafting (Table 36).…”

Section: Grafting-from Processesmentioning

confidence: 99%

See 2 more Smart Citations

Living Radical Polymerization by the RAFT Process - A Second Update

Moad¹,

Rizzardo²,

Thang³

2009

Aust. J. Chem.

905

720

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This paper provides a second update to the review of reversible deactivation radical polymerization achieved with thiocarbonylthio compounds (ZC(=S)SR) by a mechanism of reversible addition-fragmentation chain transfer (RAFT) that was published in June 2005 (Aust. J. Chem. 2005, 58, 379-410). The first update was published in November 2006 (Aust. J. Chem. 2006, 59, 669-692). This review cites over 500 papers that appeared during the period mid-2006 to mid-2009 covering various aspects of RAFT polymerization ranging from reagent synthesis and properties, kinetics and mechanism of polymerization, novel polymer syntheses and a diverse range of applications. Significant developments have occurred, particularly in the areas of novel RAFT agents, techniques for end-group removal and transformation, the production of micro/nanoparticles and modified surfaces, and biopolymer conjugates both for therapeutic and diagnostic applications.

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Section: Choice Of Raft Agentsmentioning

confidence: 99%

Section: End-functional Polymers and End-group Transformationsmentioning

confidence: 99%

Section: Grafting-from Processesmentioning

confidence: 99%

See 1 more Smart Citation

Living Radical Polymerization by the RAFT Process - A Second Update

Moad¹,

Rizzardo²,

Thang³

2009

Aust. J. Chem.

905

720

View full text Add to dashboard Cite

show abstract

“…They prepared new block copolymers containing acetylene moieties in the hydrophobic block via reversible addition fragmentation chain transfer techniques. 42 After self-assembling and cross-linking, shell cross-linked knedel-like nanoparticles 27 with triple bonds were obtained. The fluorogenic CuAAC reaction with 13 in the presence of CuBr(PPh) 3 and DIPEA was used here to detect the acetylene functionalities since the other standard techniques such as NMR or MS were not able to detect them in such molecules (Scheme 8).…”

Section: Fluorogenic Conjugation Of Nanoparticles and Polymersmentioning

confidence: 99%

Fluorogenic click reaction

Droumaguet¹,

Wang²,

Wang³

2010

Chem. Soc. Rev.

286

172

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“…Such materials have been targeted to endothelial cells (6), growth factor receptors, and specific immune cells (7,8), and also have been used to report on biological processes, such as phagocytosis (9). The recent introduction of efficient bio-orthogonal chemistries to radiolabel nanomaterials has further accelerated the development of such materials (10,11). But although considerable progress has been made in the design and synthesis of multifunctional agents (including small molecules), much less is known on how well optical and PET measurements correlate in vivo.…”

mentioning

confidence: 99%

Hybrid PET-optical imaging using targeted probes

Nahrendorf

Keliher

Marinelli

et al. 2010

Proc. Natl. Acad. Sci. U.S.A.

207

186

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Fusion imaging of radionuclide-based molecular (PET) and structural data [x-ray computed tomography (CT)] has been firmly established. Here we show that optical measurements [fluorescence-mediated tomography (FMT)] show exquisite congruence to radionuclide measurements and that information can be seamlessly integrated and visualized. Using biocompatible nanoparticles as a generic platform (containing a 18 F isotope and a far red fluorochrome), we show good correlations between FMT and PET in probe concentration (r 2 > 0.99) and spatial signal distribution (r 2 > 0.85). Using a mouse model of cancer and different imaging probes to measure tumoral proteases, macrophage content and integrin expression simultaneously, we demonstrate the distinct tumoral locations of probes in multiple channels in vivo. The findings also suggest that FMT can serve as a surrogate modality for the screening and development of radionuclide-based imaging agents.fluorescence-mediated tomography | molecular imaging | multimodal image fusion | computed tomography T oday, clinical imaging is used largely to provide anatomic, physiological, and metabolic information, but it generally cannot provide information about the underlying molecular aberrations of disease. Molecular imaging probes have the potential to provide such information by interrogating specific targets, such as cell surface receptors, enzymes, and structural proteins. By detecting specific molecular markers, imaging probes could vastly improve the early detection and staging of disease, and thus promote tailoring of targeted therapies for individual patients. There is also considerable interest in identifying and validating surrogate imaging biomarkers as indicators of drug efficacy in clinical trials and medical practice (1).Increasingly, particular attention has been paid to the development of combined PET-optical molecular imaging agents for translational applications, because these two modalities can provide complementary molecular information. A combined approach would be invaluable for purposes such as whole-body imaging (with, e.g., PET) and subsequent surgical intervention (with, e.g., an intraoperative optical imaging system). Moreover, because preclinical studies can use optical modalities, a combined approach would significantly reduce the hurdles commonly encountered with nuclear imaging and thus accelerate throughput and the development of PET imaging agents. For instance, this strategy would obviate some of the need for expensive equipment, controlled facilities, and a local cyclotron for supplying the radionuclide, and also would reduce the costs associated with handling radioactivity. Furthermore, by targeting the agent toward a surrogate biomarker, its specific localization within the tissue could be visualized via fluorescence; thus, this technique could provide a better understanding of underlying pathophysiology of disease.A unique platform for the combined development of targeted multifunctional imaging agents is provided by biocompatible nanoparticles (2-...

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Fluorogenic 1,3‐Dipolar Cycloaddition within the Hydrophobic Core of a Shell Cross‐Linked Nanoparticle

Cited by 146 publications

References 97 publications

Living Radical Polymerization by the RAFT Process - A Second Update

Living Radical Polymerization by the RAFT Process - A Second Update

Fluorogenic click reaction

Hybrid PET-optical imaging using targeted probes

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