Gas‐phase complexes formed between amidoxime ligands and vanadium or iron investigated using electrospray ionization mass spectrometry

Mustapha, Adetayo M.; Pasilis, Sofie P.

doi:10.1002/rcm.7609

Cited by 5 publications

(3 citation statements)

References 28 publications

(53 reference statements)

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“…AOs have two p K a values, (i) p K a1 ≈ 6 and (ii) p K a2 ≈ 13, which correspond to the protonated oxime nitrogen and oxime hydroxy group, respectively. , Thus, at physiological pH, the AO group exists in its neutral form bearing an oxime and amino group. Studies on AO-containing small molecules have revealed these to act as bidentate ligands in organic solvents. , To determine the complexation potential of the present systems in an aqueous environment, qualitative tests with different ratios of Fe(III) to AO were performed. To allow for an efficient Fe(III) complexation, metal-to-ligand ratios below 0.5:1 were studied under the assumption that two AO moieties will complex one Fe(III) ion .…”

Section: Resultsmentioning

confidence: 99%

“…Studies on AO-containing small molecules have revealed these to act as bidentate ligands in organic solvents. 65,66 To determine the complexation potential of the present systems in an aqueous environment, qualitative tests with different ratios of Fe(III) to AO were performed. To allow for an efficient Fe(III) complexation, metal-to-ligand ratios below 0.5:1 were studied under the assumption that two AO moieties will complex one Fe(III) ion.…”

Section: T H I S C O N T E N T Imentioning

confidence: 99%

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Nitrile-Functionalized Poly(2-oxazoline)s as a Versatile Platform for the Development of Polymer Therapeutics

et al. 2021

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In recent years, polymers bearing reactive groups have received significant interest for biomedical applications. Numerous functional polymer platforms have been introduced, which allow for the preparation of materials with tailored properties via post-polymerization modifications. However, because of their reactivity, many functional groups are not compatible with the initial polymerization. The nitrile group is a highly interesting and relatively inert functionality that has mainly received attention in radical polymerizations. In this Article, a nitrile-functionalized 2-oxazoline monomer (2-(4-nitrile-butyl)-2-oxazoline, BuNiOx) is introduced, and its compatibility with the cationic ring-opening polymerization is demonstrated. Subsequently, the versatility of nitrile-functionalized poly(2-oxazoline)s (POx) is presented. To this end, diverse (co)polymers are synthesized and characterized by nuclear resonance spectroscopy, size-exclusion chromatography, and mass spectrometry. Amphiphilic block copolymers are shown to efficiently encapsulate the hydrophobic drug curcumin (CUR) in aqueous solution, and the anti-inflammatory effect of the CUR-containing nanostructures is presented in BV-2 microglia. Furthermore, the availability of the BuNiOx repeating units for post-polymerization modifications with hydroxylamine to yield amidoxime (AO)-functionalized POx is demonstrated. These AO-containing POx were successfully applied for the complexation of Fe(III) in a quantitative manner. In addition, AO-functionalized POx were shown to release nitric oxide intracellularly in BV-2 microglia. Thus nitrile-functionalized POx represent a promising and robust platform for the design of polymer therapeutics for a wide range of applications.

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Section: Resultsmentioning

confidence: 99%

Section: T H I S C O N T E N T Imentioning

confidence: 99%

Nitrile-Functionalized Poly(2-oxazoline)s as a Versatile Platform for the Development of Polymer Therapeutics

et al. 2021

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“…outside the influence of solvent or other condensed phase effects) in a species‐specific fashion . Since then, ESI has been used to create gas‐phase uranyl species for a range of tandem mass spectrometry (MS/MS), anion photoelectron spectroscopy, and ion mobility studies . ESI and MS/MS have also been used to study and compare the intrinsic dissociation and ion‐molecule reactions of transuranic species …”

Section: Introductionmentioning

confidence: 99%

Collision‐induced dissociation of [U^VIO₂(ClO₄)]⁺ revisited: Production of [U^VIO₂(Cl)]⁺ and subsequent hydrolysis to create [U^VIO₂(OH)]⁺

Tatosian

Iacovino

Stipdonk

2018

Rapid Comm Mass Spectrometry

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Influence of Background H₂O on the Collision-Induced Dissociation Products Generated from [UO₂NO₃]⁺

Stipdonk

Iacovino

Tatosian

2018

J. Am. Soc. Mass Spectrom.

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Developing a comprehensive understanding of the reactivity of uranium-containing species remains an important goal in areas ranging from the development of nuclear fuel processing methods to studies of the migration and fate of the element in the environment. Electrospray ionization (ESI) is an effective way to generate gas-phase complexes containing uranium for subsequent studies of intrinsic structure and reactivity. Recent experiments by our group have demonstrated that the relatively low levels of residual HO in a 2-D, linear ion trap (LIT) make it possible to examine fragmentation pathways and reactions not observed in earlier studies conducted with 3-D ion traps (Van Stipdonk et al. J. Am. Soc. Mass Spectrom. 14, 1205-1214, 2003). In the present study, we revisited the dissociation of complexes composed of uranyl nitrate cation [UO(NO)] coordinated by alcohol ligands (methanol and ethanol) using the 2-D LIT. With relatively low levels of background HO, collision-induced dissociation (CID) of [UO(NO)] primarily creates [UO(O)] by the ejection of NO. However, CID (using He as collision gas) of [UO(NO)] creates [UO(HO)] and UO when the 2-D LIT is used with higher levels of background HO. Based on the results presented here, we propose that product ion spectrum in the previous experiments was the result of a two-step process: initial formation of [UO(O)] followed by rapid exchange of O for HO by ion-molecule reaction. Our experiments illustrate the impact of residual HO in ion trap instruments on the product ions generated by CID and provide a more accurate description of the intrinsic dissociation pathway for [UO(NO)]. Graphical Abstract ᅟ.

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Gas‐phase complexes formed between amidoxime ligands and vanadium or iron investigated using electrospray ionization mass spectrometry

Cited by 5 publications

References 28 publications

Nitrile-Functionalized Poly(2-oxazoline)s as a Versatile Platform for the Development of Polymer Therapeutics

Nitrile-Functionalized Poly(2-oxazoline)s as a Versatile Platform for the Development of Polymer Therapeutics

Collision‐induced dissociation of [U^VIO₂(ClO₄)]⁺ revisited: Production of [U^VIO₂(Cl)]⁺ and subsequent hydrolysis to create [U^VIO₂(OH)]⁺

Influence of Background H₂O on the Collision-Induced Dissociation Products Generated from [UO₂NO₃]⁺

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Gas‐phase complexes formed between amidoxime ligands and vanadium or iron investigated using electrospray ionization mass spectrometry

Cited by 5 publications

References 28 publications

Nitrile-Functionalized Poly(2-oxazoline)s as a Versatile Platform for the Development of Polymer Therapeutics

Nitrile-Functionalized Poly(2-oxazoline)s as a Versatile Platform for the Development of Polymer Therapeutics

Collision‐induced dissociation of [UVIO2(ClO4)]+ revisited: Production of [UVIO2(Cl)]+ and subsequent hydrolysis to create [UVIO2(OH)]+

Influence of Background H2O on the Collision-Induced Dissociation Products Generated from [UO2NO3]+

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Collision‐induced dissociation of [U^VIO₂(ClO₄)]⁺ revisited: Production of [U^VIO₂(Cl)]⁺ and subsequent hydrolysis to create [U^VIO₂(OH)]⁺

Influence of Background H₂O on the Collision-Induced Dissociation Products Generated from [UO₂NO₃]⁺