Lead(II) complexes of 1,4,7,10-tetraazacyclododecane-N,N′,N″,N‴-tetraacetate: solution chemistry and application to tumor localization with 203Pb labeled monoclonal antibodies

Pippin, C. G.; McMurry, Thomas J.; Brechbiel, Martin W.; McDonald, Michael; Lambrecht, Richard M.; Milenic, Diane E.; Roselli, Mario; Colcher, David; Gansow, Otto A.

doi:10.1016/0020-1693(95)04708-5

Cited by 47 publications

(45 citation statements)

References 15 publications

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“…[83] Kasprzyk and Wilkins made similar observations when DOTAH 3-was opposed to an earth-alkaline (Ca 2+ , Sr 2+ , Ba 2+ ) or a divalent transition-metal cation (Ni 2+ , Cu 2+ , Zn 2+ ). They proposed that the metal ion was presumably bound to an acetate oxygen and a ring nitrogen atom in the intermediate monoprotonated complex.…”

Section: Formation Kineticsmentioning

confidence: 55%

“…[82] [b] DOTA: 1,4,7,10-tetrakis(carboxymethyl)-1,4,7,10-tetraazacyclododecane; ref. [83] [c] This work.…”

Section: Formation Kineticsmentioning

confidence: 98%

“…This is in contrast with our findings. Moreover, the stability of such a putative transient species is expected to be much lower than that involving four negatively charged acetate donors (log K ≈ 10 4 ), [83] because of the very weak basicity of amide oxygen atoms (pK a ≈ -1). Thus, its steady-state concentration should ipso facto be very low and this might explain why it was not possible to detect it under the present conditions.…”

Section: Formation Kineticsmentioning

confidence: 99%

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New Insights into the Complexation of Lead(II) by 1,4,7,10‐Tetrakis(carbamoylmethyl)‐1,4,7,10‐tetraazacyclododecane (DOTAM): Structural, Thermodynamic, and Kinetic Studies

et al. 2007

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The lead(II) coordination properties of the tetrapodal ligand DOTAM [1,4,7,10-tetrakis(carbamoylmethyl)-1,4,7,10-tetraaza-cyclododecane] have been investigated both in the solid state and in solution in order to ascertain the stereoactivity of the lone pair and to rationalize the structural effects of a cyclen-based scaffold on the metal uptake kinetics. The crystal structure of the free base shows that the pendant acetamide groups are not equivalent: two are folded over the macrocycle and maintained by an intramolecular hydrogen bond involving an amide hydrogen atom and a neighboring tertiary amine of the cyclen ring, while the other two are extended and point away from the macrocyclic cavity. The spontaneous reaction between Pb 2+ and DOTAM, even under mild acidic conditions, leads to a mononuclear complex. The crystal structure of [Pb(DOTAM)](NO 3 ) 2 ·3.5H 2 O reveals that the eight-coordinate metal cation is trapped inside the

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Section: Formation Kineticsmentioning

confidence: 55%

“…[82] [b] DOTA: 1,4,7,10-tetrakis(carboxymethyl)-1,4,7,10-tetraazacyclododecane; ref. [83] [c] This work.…”

Section: Formation Kineticsmentioning

confidence: 98%

Section: Formation Kineticsmentioning

confidence: 99%

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New Insights into the Complexation of Lead(II) by 1,4,7,10‐Tetrakis(carbamoylmethyl)‐1,4,7,10‐tetraazacyclododecane (DOTAM): Structural, Thermodynamic, and Kinetic Studies

et al. 2007

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“…f The stability constant for Pb 2+ is very high and is difficult to determine by direct potentiometry. Among the values found in the literature, two can be mentioned: one from direct potentiometry, lg K PbL = 22.69 (0.03) [90CCa,92CDd], and the other from spectrophotometry using competition with EDTA (lg K PbL = 24.3 (0.2) [95PMa] [82DSa]. The data published for 25 °C and 0.1 mol L -1 KNO 3 (lg K ML = 13.4; lg K(BeL + H) = 5.12) are considered reliable, but for critical evaluation an independent measurement is required.…”

Section: 2'-(methylazanediyl)diacetic Acid ((Methylimino)diacetic mentioning

confidence: 99%

Critical evaluation of stability constants of metal complexes of complexones for biomedical and environmental applications* (IUPAC Technical Report)

Anderegg¹,

Arnaud‐Neu

Delgado

et al. 2005

Pure and Applied Chemistry

263

170

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Available experimental data on stability constants of proton (hydron) and metal complexes for seven complexones of particular biomedical and environmental interest: iminodiacetic acid [2,2'-azanediyldiacetic acid, IDA], (methylimino)diacetic acid [2,2'-(methylazanediyl)diacetic acid, MIDA]; 2,2',2'',2'''-{[(carboxymethyl)azanediyl]bis[(ethane-1,2-diyl)nitrilo]}tetraacetic acid (DTPA), 3,6,9,12-tetrakis(carboxymethyl)-3,6,9,12-tetraazatetradecanedioic acid (TTHA); 2,2',2''-(1,4,7-triazonane-1,4,7-triyl)triacetic acid (NOTA); 2,2',2'',2'''-(1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetic acid (DOTA); 2,2',2'',2'''-(1,4,8,11-tetraazacyclotetradecane-1,4,8,11-tetrayl)tetraacetic acid (TETA), published in 1945-2000, have been critically evaluated. Some typical errors in stability constant measurements for particular complexones are summarized. Higher quality data are selected and presented as “Recommended” or “Provisional”.

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“…DOTA complexes for lanthanides and other metal ions tend to yield eight coordinate square anti-prisms that exists in an equilibrium between isomeric arrangements for carboxylate arms and ring twists forms that saturate the coordination spheres about Bi(III) and Pb(II). A number of lead and bismuth complexes has been prepared and evaluated for unique in situ generator system 33,34. Their favorable nuclear properties and availability make them well suited for in vivo assessment of new antitumor immunotherapeutic techniques.…”

Section: Chemistry Of Radiolabelingmentioning

confidence: 99%

Towards translation of 212Pb as a clinical therapeutic; getting the lead in!

Yong

Brechbiel

2011

Dalton Trans.

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Targeted α-particle therapy offers the potential for more specific tumor cell killing with less damage to surrounding normal tissue than β-emitters because of the combination of short path length (50-80 μm) with the high linear energy transfer (100 KeV μm −1 ) of this emission. These physical properties offer the real possibility of targeted (pre-targeted) α-therapy suitable for the elimination of minimal residual or micrometastatic disease. Targeted and pre-targeted radioimmunotherapy (RIT) using α-emitters such as 212 Bi (T 1/2 = 1.01 h) and 212 Pb (T 1/2 =10.6 h) has demonstrated significant utility in both in vitro and in vivo model systems. 212 Pb, a promising α-particle emitting source, is the longer-lived parent nuclide of 212 Bi, and serves as an in vivo generator of 212 Bi. The radionuclide has been successfully used in RIT and pre-targeted RIT and demonstrated the enhanced therapeutic efficacy in combination with chemotherapeutics, such as gemcitabine and paclitaxel. The following perspective addresses the modes of radionuclide production, radiolabeling and chelation chemistry, as well as the application of 212 Pb to targeted and pre-targeted radiation therapy.

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Lead(II) complexes of 1,4,7,10-tetraazacyclododecane-N,N′,N″,N‴-tetraacetate: solution chemistry and application to tumor localization with 203Pb labeled monoclonal antibodies

Cited by 47 publications

References 15 publications

New Insights into the Complexation of Lead(II) by 1,4,7,10‐Tetrakis(carbamoylmethyl)‐1,4,7,10‐tetraazacyclododecane (DOTAM): Structural, Thermodynamic, and Kinetic Studies

New Insights into the Complexation of Lead(II) by 1,4,7,10‐Tetrakis(carbamoylmethyl)‐1,4,7,10‐tetraazacyclododecane (DOTAM): Structural, Thermodynamic, and Kinetic Studies

Critical evaluation of stability constants of metal complexes of complexones for biomedical and environmental applications* (IUPAC Technical Report)

Towards translation of 212Pb as a clinical therapeutic; getting the lead in!

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