Mass spectrometry studies on the complexation of several organometallic complexes by α- and β-cyclodextrins

Bakhtiar, Ray; Kaifer, Ángel E.

doi:10.1002/(sici)1097-0231(19980214)12:3<111::aid-rcm135>3.0.co;2-d

Cited by 22 publications

(13 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As (Florencio et al, 1997) Co (Alsberg et al, 2001) Fe (Bakhtiar & Kaifer, 1998;KaneMaguire et al, 1996;Murao et al, 2005;Quirke & Van Berkel, 2001;Tharamani et al, 2008) Ge (Lamb & Sweetman, 1996) Ir (Ogo et al, 1999) Ge, Ni (Goicoechea & Sevov, 2006b) Mo (Thompson et al, 2003) Os (Dyson et al, 2000) Pb (Aplin et al, 2002) Ru (Kriesel et al, 1998;Pelagatti et al, 2005) Sb (Lintschinger et al, 1998) (Continued)…”

Section: A Basic Ionization Mechanisms Of Organometallic Compoundsmentioning

confidence: 99%

Structural analysis of organometallic compounds with soft ionization mass spectrometry

Jirásko

Holčapek

2010

Mass Spectrometry Reviews

View full text Add to dashboard Cite

The analysis of organometallic compounds with mass spectrometry has some special features in comparison with organic and bioorganic compounds. The first step is the choice of a suitable ionization technique, where the electrospray ionization is certainly the best possibility for most classes of organometallic compounds and metal complexes. Some ionization mechanisms of organometallic compounds are comparable to organic molecules, such as protonation/deprotonation, and adduct formation with sodium or potassium ions; however, in many cases, different mechanisms and their combinations complicate the spectra interpretation. Organometallics frequently undergo various types of adduct and polymerization reactions that result in significantly higher masses observed in the spectra in comparison to molecular weights of studied compounds. Metal elements typically have more natural isotopes than common organic elements, which cause characteristic wide distributions of isotopic peaks; for example, tin has ten natural isotopes. The isotopic pattern can be used for the identification of the type and number of metal elements in particular ions. The ionization and fragmentation behavior also depend on the type of metal atom; therefore, our discussion of mass spectra interpretation is divided according to the different type of organometallic compounds. Among various types of mass spectrometers available on the market, trap-based analyzers (linear or spherical ion-traps, Orbitrap) are suitable to study complex fragmentation pathways of organometallic ions and their adducts, whereas high-resolution and high-mass accuracy analyzers (time-of-flight-based analyzers, or Fourier transform-based analyzers-Orbitrap or ion cyclotron resonance mass spectrometers) provide accurate masses applicable for the determination of the elemental composition of individual ions.

show abstract

Section: A Basic Ionization Mechanisms Of Organometallic Compoundsmentioning

confidence: 99%

Structural analysis of organometallic compounds with soft ionization mass spectrometry

Jirásko

Holčapek

2010

Mass Spectrometry Reviews

View full text Add to dashboard Cite

show abstract

“…12,13,14,15,16 However, even if ESI mass spectrometry has been extensively used in the study of the alkali metal binding selectivities of a number of different crown ligands, 17,18 no report can be found in the literature dealing with the study of cyclodextrines complexes with inorganic salts by ESI mass spectrometry. Actually, a single report has recently appeared on the study of metalcation/cyclodextrins complexes by MALDI-MS. 19 In the present work we report on the evaluation of the binding selectivity of β-cyclodextrin towards the first group alkali cations: Li + , Na + , K + , Rb + , Cs + .…”

Section: Introductionmentioning

confidence: 99%

Study of Alkali Metal Cations Binding Selectivity of β-Cyclodextrin by ESI-MS

2005

View full text Add to dashboard Cite

Cyclodextrins (CDs), cyclic oligosaccharides commonly composed of six, seven or eight (alpha, beta, and gamma respectively) D-glucopyranosyl units connected by alpha-(1,4)- glycosidic linkages, have the ability to form inclusion complexes with a wide range of substrates in aqueous solution. This property has led to their applications in different areas such as enzyme mimics, catalysis and the encapsulation. of drugs. ESI-MS has begun to be viewed as a useful tool for investigating the general area of molecular recognition thus providing a powerful mean for the analysis of a wide array of host-guest complexes and other non covalent complexes present in solution. The evaluation of the binding selectivity of beta-cyclodextrin towards the first group alkali cations is reported. The estimation of the affinity degrees has been achieved by competition ESI-MS experiments. In these experiments beta-CD was incubated at the presence of two different cations at the same time, and the ratio of the mass peaks corresponding to the two complexes was calculated. In general, it appears a much larger affinity of the beta-cyclodextrin molecule with sodium with respect to all the other alkaline cations, thus giving evidence that it is the size of the beta-cyclodextrin ring in relation with the cationic radius, which drives the formation of what, at this point, could be defined as an inclusion complex.

show abstract

“…Using these methods, the encapsulation of organic molecules including amino acids [2,31,34] and platinum compounds [4,35] has been described, and evidence for the inclusion of bent metallocenes with confirmed antitumor activity (M = Ti, Mo, Nb, V) in cyclodextrins was provided by various authors [12,13,15,29,33,[36][37][38][39]. Depending on the metallocene, its orientation and hydrolysis state for encapsulation was found to be different.…”

Section: Investigation Of Complexesmentioning

confidence: 99%

Mass Spectrometric Evaluation of β-Cyclodextrins as Potential Hosts for Titanocene Dichloride

Bruni

Schürch

2021

IJMS

View full text Add to dashboard Cite

Bent metallocene dichlorides (Cp2MCl2, M = Ti, Mo, Nb, …) have found interest as anti-cancer drugs in order to overcome the drawbacks associated with platinum-based therapeutics. However, they suffer from poor hydrolytic stability at physiological pH. A promising approach to improve their hydrolytic stability is the formation of host-guest complexes with macrocyclic structures, such as cyclodextrins. In this work, we utilized nanoelectrospray ionization tandem mass spectrometry to probe the interaction of titanocene dichloride with β-cyclodextrin. Unlike the non-covalent binding of phenylalanine and oxaliplatin to β-cyclodextrin, the mixture of titanocene and β-cyclodextrin led to signals assigned as [βCD + Cp2Ti–H]+, indicating a covalent character of the interaction. This finding is supported by titanated cyclodextrin fragment ions occurring from collisional activation. Employing di- and trimethylated β-cyclodextrins as hosts enabled the elucidation of the influence of the cyclodextrin hydroxy groups on the interaction with guest structures. Masking of the hydroxy groups was found to impair the covalent interaction and enabling the encapsulation of the guest structure within the hydrophobic cavity of the cyclodextrin. Findings are further supported by breakdown curves obtained by gas-phase dissociation of the various complexes.

show abstract

Mass spectrometry studies on the complexation of several organometallic complexes by α- and β-cyclodextrins

Cited by 22 publications

References 9 publications

Structural analysis of organometallic compounds with soft ionization mass spectrometry

Structural analysis of organometallic compounds with soft ionization mass spectrometry

Study of Alkali Metal Cations Binding Selectivity of β-Cyclodextrin by ESI-MS

Mass Spectrometric Evaluation of β-Cyclodextrins as Potential Hosts for Titanocene Dichloride

Contact Info

Product

Resources

About