2,2,6,6‐Tetramethyl‐1‐piperidinyl‐oxyl/[bis(acetoxy)‐iodo]benzene‐mediated oxidation: A versatile and convenient route to poly(ethylene glycol) aldehyde or carboxylic acid derivatives

Masson, Christophe; Scherman, Daniel; Bessodes, Michel

doi:10.1002/pola.10049

Cited by 22 publications

(23 citation statements)

References 24 publications

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“…We have analyzed the effect of preinjecting polyinosinic acid (data not shown) and anionic liposomes containing equimolar quantity of phosphatidylcholine, cholesterol, and phosphatidylserine. The liposomes were formed by a dry lipid film hydration-extrusion method and had a negative Zeta potential of Ϫ31 mV, with a diameter of Ϸ300 nm, which has been shown to lead to rapid RES removal (25). The i.v.…”

Section: Resultsmentioning

confidence: 99%

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Nanoprobes with near-infrared persistent luminescence for in vivo imaging

Chermont

Chanéac

Séguin

et al. 2007

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

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756

501

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Fluorescence is increasingly used for in vivo imaging and has provided remarkable results. Yet this technique presents several limitations, especially due to tissue autofluorescence under external illumination and weak tissue penetration of low wavelength excitation light. We have developed an alternative optical imaging technique by using persistent luminescent nanoparticles suitable for small animal imaging. These nanoparticles can be excited before injection, and their in vivo distribution can be followed in real-time for more than 1 h without the need for any external illumination source. Chemical modification of the nanoparticles' surface led to lung or liver targeting or to long-lasting blood circulation. Tumor mass could also be identified on a mouse model. biodistribution ͉ in vivo optical imaging ͉ nanoparticles ͉ phosphorescent nanoparticles

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Section: Resultsmentioning

confidence: 99%

“…Because the NPs have a similar RX pattern than clinoenstatite, we used the cell parameter of this compound to approximate particle numbers per milligram (25). A spherical particle of 50 nm diameter has thus Ϸ7.8 ϫ 10 4 cells, corresponding to 1.05 ϫ 10 Ϫ16 g per particle.…”

Section: Numbers Of Nps Per Milligram Of Powdermentioning

confidence: 99%

Nanoprobes with near-infrared persistent luminescence for in vivo imaging

Chermont

Chanéac

Séguin

et al. 2007

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

Self Cite

756

501

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“…For Brij 700-NTA-Ni, this was accomplished by first converting the terminal hydroxyl group of polyoxyl 100-stearyl ether (Brij 700) to a carboxylic acid group using the TEMPO-mediated oxidation. [31] The carboxylic acid derivative ( 2 ) of Brij 700 was subsequently reacted with excess N -hydroxysuccinimide (NHS) and 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC). The resulting NHS-active ester of Brij 700-acid ( 3 ) was subsequently reacted with nitrilotriacetic acid (NTA) to give Brij 700-NTA conjugate.…”

Section: Resultsmentioning

confidence: 99%

In vitro and in vivo assessment of targeting lipid-based nanoparticles to the epidermal growth factor-receptor (EGFR) using a novel Heptameric ZEGFR domain

Benhabbour¹,

Luft

Kim

et al. 2012

Journal of Controlled Release

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Lipid-based oil-filled nanoparticles (NPs) with a high concentration of surface-chelated nickel (Ni-NPs) were successfully prepared using a Brij78-NTA-Ni conjugate synthesized with Brij 78 (Polyoxyethylene (20) stearyl ether) and nitrilotriacetic acid (NTA). The facile incorporation of the Brij 78-NTA-Ni conjugate into the NP formulation allowed up to 90% Ni incorporation, which was a significant improvement over the previously used standard agent DOGS-NTA-Ni which led to ~6% Ni incorporation. The Ni-NPs were targeted to the highly epidermal growth factor receptor (EGFR)-overexpressing epidermoid carcinoma cells A431. This was accomplished using a novel high affinity histidine×6-tagged EGFR-binding Z domain (heptameric ZEGFR domain). In vitro cell uptake studies showed enhanced internalization (up to 90%) of the targeted Ni-NPs in A431 cells with only ≤10% internalization of the of untargeted Ni-NPs. ICP-MS analysis used to quantify the amount of Ni in the cells were in close agreement with flow cytometry studies, which showed a dose dependent increase in the amount of Ni with the targeted Ni-NPs. Cell uptake competition studies showed that internalization of the targeted Ni-NPs within the cells was competed off with free heptameric ZEGFR domain at concentrations of 8.75 ng/mL or higher. In vivo studies were carried out in nude mice bearing A431 tumors to determine the biodistribution and intracellular delivery. Near Infrared (NIR) optical imaging studies using Alexa750-labeled heptameric ZEGFR domain showed localization of 19% of the total detected fluorescence intensity in the tumor tissue, 28% in the liver and 42% in the kidneys 16 h post i.v. injection. ICP-MS analysis showed almost a two-fold increase in the amount of intracellular Ni with the targeted Ni-NPs. These new Ni-NPs could be a very useful tool for targeting and drug delivery to a wide range of EGFR positive cancers.

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“…Prior to the coupling reaction, the terminal hydroxyl group of PEG-OMe was oxidized to a carboxyl end group using a TEMPO-mediated oxidation [30]. The PEG 2000 -acid derivative was subsequently coupled to the peripheral hydroxyl groups of G1-and G2-dendronized surfaces using 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) coupling as described in our previous work [31].…”

Section: Edc Coupling Of Peg-acid To the Peripheral Oh-groups Of Dendmentioning

confidence: 99%