Reactive trityl derivatives: stabilised carbocation mass-tags for life sciences applications

Устинов, Алексей Владимирович; Shmanai, Vadim V.; Patel, Kaajal; Степанова, И. А.; Prokhorenko, Igor A.; Astakhova, Kira; Malakhov, Andrei D.; Skorobogatyi, Mikhail V.; Bernad, Pablo L.; Khan, Safraz; Shahgholi, Mona; Southern, Edwin M.; Korshun, Vladimir A.; Shchepinov, Mikhail S.

doi:10.1039/b810600b

Cited by 18 publications

(15 citation statements)

References 43 publications

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“…2). Furthermore, we observed that analysis of the Man–Trt compound 5 could not only be performed in the absence of any additional matrix [11–12], but under these conditions a modest increase in mass-spectrometric resolution was also observed. Such self-matrix properties are very convenient, yielding more robust and reproducible analyses, and negating the need to search for “sweet spots”, as no crystal formation is required, in contrast to conventional MALDI-TOF MS analysis.…”

Section: Resultsmentioning

confidence: 99%

Formation of carbohydrate-functionalised polystyrene and glass slides and their analysis by MALDI-TOF MS

Weissenborn¹,

Wehner²,

Gray³

et al. 2012

Beilstein J. Org. Chem.

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SummaryGlycans functionalised with hydrophobic trityl groups were synthesised and adsorbed onto polystyrene and glass slides in an array format. The adsorbed glycans could be analysed directly on these minimally conducting surfaces by MALDI-TOF mass spectrometry analysis after aluminium tape was attached to the underside of the slides. Furthermore, the trityl group appeared to act as an internal matrix and no additional matrix was necessary for the MS analysis. Thus, trityl groups can be used as simple hydrophobic, noncovalently linked anchors for ligands on surfaces and at the same time facilitate the in situ mass spectrometric analysis of such ligands.

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Section: Resultsmentioning

confidence: 99%

Formation of carbohydrate-functionalised polystyrene and glass slides and their analysis by MALDI-TOF MS

Weissenborn¹,

Wehner²,

Gray³

et al. 2012

Beilstein J. Org. Chem.

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“…Trityl mass tag was synthesized as N-Hydroxysuccinimide ester (Catalog No. 130672, Sigma-Aldrich) that binds to proteins (e.g., scfv, avidin) via free amines under neutral pH buffer conditions [19]. …”

Section: Methodsmentioning

confidence: 99%

Targeted Multiplex Imaging Mass Spectrometry with Single Chain Fragment Variable (scfv) Recombinant Antibodies

Thiéry

Mernaugh

Hong

et al. 2012

J. Am. Soc. Mass Spectrom.

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Recombinant scfv antibodies specific for CYP1A1 and CYP1B1 P450 enzymes were combined with targeted imaging mass spectrometry to simultaneously detect the P450 enzymes present in archived, paraffin-embedded, human breast cancer tissue sections. By using CYP1A1 and CYP1B1 specific scfv, each coupled to a unique reporter molecule (i.e., a mass tag) it was possible to simultaneously detect multiple antigens within a single tissue sample with high sensitivity and specificity using mass spectrometry. The capability of imaging multiple antigens at the same time is a significant advance that overcomes technical barriers encountered when using present day approaches to develop assays that can simultaneously detect more than a single antigen in the same tissue sample.

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“…The more stabilized the species, the faster the acidic hydrolysis should be. For the trityl-like groups, and especially with p-methoxy-substituted phenyl rings, [13] the mesomeric effect gives a highly stabilized dianisylphenyl carbocation (Scheme 1, DAP + : R 1 = vector, R 2 = R 3 = OMe). Thus, dimethoxytrityl derivatives have been particuScheme 1.…”

Section: Introductionmentioning

confidence: 98%

Triazolyl Derivatives for Acidic Release of Alcohols

Mondon¹,

Delatouche²,

Bachmann

et al. 2011

Eur J Org Chem

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New triazolyl-based carbonates and ethers have been investigated as potential alcohol-releasing systems under mild acidic conditions. Triazolyl carbonates could not be prepared because of their apparent instability, whereas ethers were successfully obtained. The rate of hydrolysis of these ethers ramged from a few hours to several days. A theoretical investigation demonstrated that the acidic release of alcohols from triazole derivatives proceeds first by protonation of the tri-

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Reactive trityl derivatives: stabilised carbocation mass-tags for life sciences applications

Cited by 18 publications

References 43 publications

Formation of carbohydrate-functionalised polystyrene and glass slides and their analysis by MALDI-TOF MS

Formation of carbohydrate-functionalised polystyrene and glass slides and their analysis by MALDI-TOF MS

Targeted Multiplex Imaging Mass Spectrometry with Single Chain Fragment Variable (scfv) Recombinant Antibodies

Triazolyl Derivatives for Acidic Release of Alcohols

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