Synthesis of C-and N-functionalised derivatives of 1,4,7-triazacyclononane- 1,4,7-triyltriacetic acid (NOTA), 1,4,7,1o-tetra-azacyclododecane- 1,4,7,10-tetrayltetra-acetic acid (DOTA), and diethylenenetriaminepenta-acetic acid (DTPA): Bifunctional complexing agents for the derivatisation of antibodies

Jonathan P.L. Cox; Andrew S. Craig; Ian M. Helps; Karl J. Jankowski; David Parker; Michael A.W. Eaton; Andrew T. Millican; Kenneth Millar; Nigel R.A. Beeley; Byron A. Boyce

doi:10.1039/P19900002567

Synthesis of C-and N-functionalised derivatives of 1,4,7-triazacyclononane- 1,4,7-triyltriacetic acid (NOTA), 1,4,7,1o-tetra-azacyclododecane- 1,4,7,10-tetrayltetra-acetic acid (DOTA), and diethylenenetriaminepenta-acetic acid (DTPA): Bifunctional complexing agents for the derivatisation of antibodies

Jonathan P.L. Cox
, Andrew S. Craig
, Ian M. Helps
, Karl J. Jankowski
, David Parker
, Michael A.W. Eaton
, Andrew T. Millican
, Kenneth Millar
, Nigel R.A. Beeley
, Byron A. Boyce

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

123 Citations (Scopus)

Abstract

Using (2S)-lysine as a precursor, the syntheses of aminobutyl derivatives of 1,4,7-triazacyclononane, 1,4,7,10-tetra-azacyclododecane, and 3-azapentane-1,5-diamine are described. Transformation into their reactive maleimide derivatives is described and alternative strategies for synthesising the title complexing agents involving nitrogen functionalisation are defined.

Original language	English
Pages (from-to)	2567-2576
Number of pages	10
Journal	Journal of the Chemical Society, Perkin Transactions 1
Issue number	9
DOIs	https://doi.org/10.1039/P19900002567
Publication status	Published - Sept 1990

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Cox, J. P. L., Craig, A. S., Helps, I. M., Jankowski, K. J., Parker, D., Eaton, M. A. W., Millican, A. T., Millar, K., Beeley, N. R. A., & Boyce, B. A. (1990). Synthesis of C-and N-functionalised derivatives of 1,4,7-triazacyclononane- 1,4,7-triyltriacetic acid (NOTA), 1,4,7,1o-tetra-azacyclododecane- 1,4,7,10-tetrayltetra-acetic acid (DOTA), and diethylenenetriaminepenta-acetic acid (DTPA): Bifunctional complexing agents for the derivatisation of antibodies. Journal of the Chemical Society, Perkin Transactions 1, (9), 2567-2576. https://doi.org/10.1039/P19900002567

Cox, Jonathan P.L. ; Craig, Andrew S. ; Helps, Ian M. et al. / Synthesis of C-and N-functionalised derivatives of 1,4,7-triazacyclononane- 1,4,7-triyltriacetic acid (NOTA), 1,4,7,1o-tetra-azacyclododecane- 1,4,7,10-tetrayltetra-acetic acid (DOTA), and diethylenenetriaminepenta-acetic acid (DTPA) : Bifunctional complexing agents for the derivatisation of antibodies. In: Journal of the Chemical Society, Perkin Transactions 1. 1990 ; No. 9. pp. 2567-2576.

@article{f6e957978a764bed9bcac481a5ecfa4b,

title = "Synthesis of C-and N-functionalised derivatives of 1,4,7-triazacyclononane- 1,4,7-triyltriacetic acid (NOTA), 1,4,7,1o-tetra-azacyclododecane- 1,4,7,10-tetrayltetra-acetic acid (DOTA), and diethylenenetriaminepenta-acetic acid (DTPA): Bifunctional complexing agents for the derivatisation of antibodies",

abstract = "Using (2S)-lysine as a precursor, the syntheses of aminobutyl derivatives of 1,4,7-triazacyclononane, 1,4,7,10-tetra-azacyclododecane, and 3-azapentane-1,5-diamine are described. Transformation into their reactive maleimide derivatives is described and alternative strategies for synthesising the title complexing agents involving nitrogen functionalisation are defined.",

author = "Cox, \{Jonathan P.L.\} and Craig, \{Andrew S.\} and Helps, \{Ian M.\} and Jankowski, \{Karl J.\} and David Parker and Eaton, \{Michael A.W.\} and Millican, \{Andrew T.\} and Kenneth Millar and Beeley, \{Nigel R.A.\} and Boyce, \{Byron A.\}",

year = "1990",

month = sep,

doi = "10.1039/P19900002567",

language = "English",

pages = "2567--2576",

journal = "Journal of the Chemical Society, Perkin Transactions 1",

issn = "1470-4358",

publisher = "Chemical Society",

number = "9",

}

Cox, JPL, Craig, AS, Helps, IM, Jankowski, KJ, Parker, D, Eaton, MAW, Millican, AT, Millar, K, Beeley, NRA & Boyce, BA 1990, 'Synthesis of C-and N-functionalised derivatives of 1,4,7-triazacyclononane- 1,4,7-triyltriacetic acid (NOTA), 1,4,7,1o-tetra-azacyclododecane- 1,4,7,10-tetrayltetra-acetic acid (DOTA), and diethylenenetriaminepenta-acetic acid (DTPA): Bifunctional complexing agents for the derivatisation of antibodies', Journal of the Chemical Society, Perkin Transactions 1, no. 9, pp. 2567-2576. https://doi.org/10.1039/P19900002567

Synthesis of C-and N-functionalised derivatives of 1,4,7-triazacyclononane- 1,4,7-triyltriacetic acid (NOTA), 1,4,7,1o-tetra-azacyclododecane- 1,4,7,10-tetrayltetra-acetic acid (DOTA), and diethylenenetriaminepenta-acetic acid (DTPA): Bifunctional complexing agents for the derivatisation of antibodies. / Cox, Jonathan P.L.; Craig, Andrew S.; Helps, Ian M. et al.
In: Journal of the Chemical Society, Perkin Transactions 1, No. 9, 09.1990, p. 2567-2576.

Research output: Contribution to journal › Journal article › peer-review

TY - JOUR

T1 - Synthesis of C-and N-functionalised derivatives of 1,4,7-triazacyclononane- 1,4,7-triyltriacetic acid (NOTA), 1,4,7,1o-tetra-azacyclododecane- 1,4,7,10-tetrayltetra-acetic acid (DOTA), and diethylenenetriaminepenta-acetic acid (DTPA)

T2 - Bifunctional complexing agents for the derivatisation of antibodies

AU - Cox, Jonathan P.L.

AU - Craig, Andrew S.

AU - Helps, Ian M.

AU - Jankowski, Karl J.

AU - Parker, David

AU - Eaton, Michael A.W.

AU - Millican, Andrew T.

AU - Millar, Kenneth

AU - Beeley, Nigel R.A.

AU - Boyce, Byron A.

PY - 1990/9

Y1 - 1990/9

N2 - Using (2S)-lysine as a precursor, the syntheses of aminobutyl derivatives of 1,4,7-triazacyclononane, 1,4,7,10-tetra-azacyclododecane, and 3-azapentane-1,5-diamine are described. Transformation into their reactive maleimide derivatives is described and alternative strategies for synthesising the title complexing agents involving nitrogen functionalisation are defined.

AB - Using (2S)-lysine as a precursor, the syntheses of aminobutyl derivatives of 1,4,7-triazacyclononane, 1,4,7,10-tetra-azacyclododecane, and 3-azapentane-1,5-diamine are described. Transformation into their reactive maleimide derivatives is described and alternative strategies for synthesising the title complexing agents involving nitrogen functionalisation are defined.

UR - https://www.scopus.com/pages/publications/37049085190

U2 - 10.1039/P19900002567

DO - 10.1039/P19900002567

M3 - Journal article

AN - SCOPUS:37049085190

SN - 1470-4358

SP - 2567

EP - 2576

JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

IS - 9

ER -

Cox JPL, Craig AS, Helps IM, Jankowski KJ, Parker D, Eaton MAW et al. Synthesis of C-and N-functionalised derivatives of 1,4,7-triazacyclononane- 1,4,7-triyltriacetic acid (NOTA), 1,4,7,1o-tetra-azacyclododecane- 1,4,7,10-tetrayltetra-acetic acid (DOTA), and diethylenenetriaminepenta-acetic acid (DTPA): Bifunctional complexing agents for the derivatisation of antibodies. Journal of the Chemical Society, Perkin Transactions 1. 1990 Sept;(9):2567-2576. doi: 10.1039/P19900002567

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