NHS–MAS3: a bifunctional chelator alternative to NHS–MAG3

Chang, Fi-John; Qu, Timothy; Rusckowski, Mary; Hnatowich, Donald J.

doi:10.1016/s0969-8043(98)00049-9

Cited by 16 publications

(13 citation statements)

References 6 publications

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“…137 An interesting alternative approach for the use of radioactive PNA probes for therapeutic purposes deserves to be mentioned in this perspective. In the so-called "pretargeting using PNA" developed by Hnatowich et al, 120,127,128 a single-stranded PNA bound to a protein/antibody -which binds, for example, specifically to receptors over-expressed in cancer cells -is administered first into an animal or human, followed by admission of the complementary single-stranded radiolabeled PNA. This technique provides sufficient time for the protein-PNA conjugate to find its target and, for the excess of the construct, to be cleared from circulation and other tissues.…”

Section: Metal-containing Pnas As Radioactive Probesmentioning

confidence: 99%

Metal-containing peptide nucleic acid conjugates

2011

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Peptide Nucleic Acids (PNAs) are non-natural DNA/RNA analogues with favourable physicochemical properties and promising applications. Discovered nearly 20 years ago, PNAs have recently re-gained quite a lot of attention. In this Perspective article, we discuss the latest advances on the preparation and utilisation of PNA monomers and oligomers containing metal complexes. These metalconjugates have found applications in various research fields such as in the sequence-specific detection of nucleic acids, in the hydrolysis of nucleic acids and peptides, as radioactive probes or as modulators of PNA˙DNA hybrid stability, and last but not least as probes for molecular and cell biology.

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Section: Metal-containing Pnas As Radioactive Probesmentioning

confidence: 99%

Metal-containing peptide nucleic acid conjugates

2011

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“…In such constructs, the role of the PNA is to direct the bioconjugate to a specific mRNA -a unique or a uniquely over-expressed mRNA in a diseased cell -while the function of the radioactive probe is to allow imaging to possibly provide information on cellular gene expression pattern and detect molecular changes at relatively early stages [13,42]. Hence, a number of in vivo biodistribution/hybridization studies of radiolabeled PNAs were undertaken [14,[17][18][19][20]22,[24][25][26][27][28][29][30][31][32][33]36,39,41,[43][44][45][46]. The majority of these reports involved the use of 99m Tc, probably due its ideal nuclear properties and the convenient availability from a commercial generator [47][48][49][50].…”

Section: Introductionmentioning

confidence: 99%

Preparation, 99mTc-labeling and biodistribution studies of a PNA oligomer containing a new ligand derivative of 2,2′-dipicolylamine

Gasser

Jäger

Zenker

et al. 2010

Journal of Inorganic Biochemistry

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“…The first key to this strategy is the elimination of soluble exchange ligand in favor of a solid-phase source of carboxylic acids (Chelex 100 resin). As described in detail earlier, only 8 min is required to fully load (99% radiochemical yield) a 99m Tc chelator, such as MAS 3 (9), with 99m Tc (Fig. 2C).…”

Section: Solid-phase Prelabeling For Preparation Of 99m Tc-mas 3 Conjmentioning

confidence: 96%

Production of Multimeric Prostate-Specific Membrane Antigen Small-Molecule Radiotracers Using a Solid-Phase 99mTc Preloading Strategy

Misra¹,

Humblet²,

Pannier³

et al. 2007

Journal of Nuclear Medicine

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Small-molecule ligands specific for prostate-specific membrane antigen (PSMA) have the potential to improve prostate cancer imaging. However, highly charged ligands are difficult to label with 99m Tc and to purify. In this study, we present an adamantanetrimerized small molecule that has nanomolar binding to PSMA and also has 12 negative charges. Methods: To convert this molecule into a clinically viable SPECT diagnostic, we have developed a simple, cartridge-based, solid-phase prelabeling strategy that, within 25 min, converts readily available and inexpensive 99m Tc-pertechnetate into a chemically pure complex, with a reactive N-hydroxysuccinimide (NHS) ester, in neat organic solvent. This stable intermediate can label any aminecontaining small molecule or peptide with 99m Tc in 1 step, with high specific activity and without the need for high-performance liquid chromatography (HPLC). Results: Solid-phase conversion of 99m Tc-pertechnetate to 99m Tc-MAS 3 -NHS (MAS3 is S-acetylmercaptoacetyltriserine) could be completed in 25 min, with .99% radiochemical purity and with no coligands present. This intermediate was then conjugated to adamantane-trimerized GPI (2[(3-amino-3-carboxypropyl)(hydroxy)(phosphinyl)-methyl]pentane-1,5-dioic acid) in 1 step with .95% yield and no need for HPLC purification. The final molecule bound specifically to living human tumor cells expressing PSMA on their surface. Quantitative comparison was made among GPI monomer, GPI trimer, and their 99m Tc-derivatives. Conclusion: Our study describes a simple cartridge-based conversion of 99m Tcpertechnetate to a useful, preloaded NHS ester intermediate that takes only 25 min to prepare and results in .99% radiochemical purity. Using this chemistry, we produced a highspecific-activity, 99m Tc-labeled, PSMA-targeted small molecule and demonstrate g-ray radioscintigraphic imaging of living human prostate cancer cells.

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NHS–MAS3: a bifunctional chelator alternative to NHS–MAG3

Cited by 16 publications

References 6 publications

Metal-containing peptide nucleic acid conjugates

Metal-containing peptide nucleic acid conjugates

Preparation, 99mTc-labeling and biodistribution studies of a PNA oligomer containing a new ligand derivative of 2,2′-dipicolylamine

Production of Multimeric Prostate-Specific Membrane Antigen Small-Molecule Radiotracers Using a Solid-Phase 99mTc Preloading Strategy

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