Synthesis of a monoclonal antibody-indium-111-porphyrin conjugate

Bedel-Cloutour, Catherine; Maneta-Peyret, Lilly; Pereyre, Michel; Bezian, J. H.

doi:10.1016/0022-1759(91)90227-7

Cited by 16 publications

(14 citation statements)

References 10 publications

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“…Several conjugation procedures have been described in which the carboxylic moieties of the porphyrin were used to couple the porphyrin molecule to the antibody (Roberts et al 1987;Bedel-Cloutour et al 1991;Martsev et al 1995). Many of them are based on the use of water-soluble EDC (1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride) in the presence or absence of N-hydroxysuccinimide (Sehgal and Vijay 1994;Gilles et al 1990).…”

Section: Discussionmentioning

confidence: 99%

Platinum Porphyrins as Phosphorescent Label for Time-resolved Microscopy

Haas

Gijlswijk

Tol

et al. 1997

J Histochem Cytochem.

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SUMMARYWe investigated phosphorescent metalloporphyrins as potential labels for time-resolved microscopy. On the basis of spectroscopic analysis of their physicochemical properties (quantum yield, molar absorption coefficient, decay times) the best candidates were selected. Next, we synthesized antibody and avidin metalloporphyrin conjugates. The optimal F/P ratio with respect to quantum yield, decay time, and retention of biological activity of these immunoreagents was determined. The reagents were then evaluated by in situ hybridization and immunocytochemical procedures for demonstration of haptenlabeled DNA probes, membrane antigens (CD type), and 28S rRNA. All stained samples exhibited bright phosphorescence that could be selectively detected using time-resolved microscopy, especially when glucose/glucose oxidase was added to the embedding medium to deplete oxygen. Applications of time-resolved detection of phosphorescent porphyrins in strongly autofluorescent material (histological sections) are discussed.

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Section: Discussionmentioning

confidence: 99%

Platinum Porphyrins as Phosphorescent Label for Time-resolved Microscopy

Haas

Gijlswijk

Tol

et al. 1997

J Histochem Cytochem.

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“…70 Bedel-Cloutour et al labelled several monoclonal Immunoglobulin G antibodies and fragment antigen binding species with indium-labelled tritoyl substituted porphyrins using activated esters. 71 Up to 10 molecules of radiotracer were attached to the monoclonal antibodies and 1.5 for antibody fragments. Immunoreactivity of the antibodies was shown not to be altered by the presence of the porphyrin entity.…”

Section: Bifunctional Chelatorsmentioning

confidence: 99%

Radiolabelled porphyrins in nuclear medicine

Waghorn

2013

Labelled Comp Radiopharmac

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Amongst tumour-specific substances, hematoporphyrin and synthetic porphyrin derivatives have been widely investigated to identify and delineate neoplastic and malignant tissue. Whilst the tumour localization exhibited by selected porphyrin species has been exploited through photodynamic therapy, several examples of porphyrin derivatives with varied peripheral functionality have been radiolabelled with the aim of developing porphyrin-based nuclear imaging and therapeutic agents. In this review, we look at the approaches and advances in the preparation and uses of such radiolabelled agents for imaging and therapy.

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“…Primarily, two methods have been employed for porphyrin conjugation to proteins. The first of these employed in situ activation of tetracarboxyl porphyrins, mainly coproporphyrins and tetracarboxyphenylporphyrin, by carbodiimide followed by nucleophilic attack of a primary amino group of a biomolecule to produce bioconjugates via amide bond (20,21). This conjugation method is accompanied by deleterious side reactions, which altogether result in conjugate aggregate formation and significant loss of biological activity (22).…”

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confidence: 99%