Novel and facile methods for the synthesis of DTPA-mono-amide

A new completely revised strategy in radiopharmaceutical chemistry

Mehdi Shafiee Ardestani, Ali Jabbari Arabzadeh, Zahra Heidari, Amirreza Hosseinzadeh, Hamidreza Ebrahimi, Elham Hashemi, Mona Mosayebnia, Mohammad Shafiee-Alavidjeh, Abbas Alavi, Mohammad Hossein Babaei, Arman Rahmim, Seyed Esmaeil Sadat Ebrahimi, Massoud Amanlou

Research output: Contribution to journalArticle

Abstract

DTPA is a very strong metal chelator widely utilized in radiopharmaceutical chemistry for conjugation of chemicals which do not have enough potency for direct metalo-labeling and also to manage toxic radioactive materials such as plutonium, americium, and curium. It is difficult to conjugate DTPA to an amine group in a singular direction and such reactions usually also coincidently produce a mixture of DTPA-bis-amides and DTPA-mono-amide resulting in considerable insufficiencies/difficulties in synthesis and especially yield/separation procedures. In this paper, novel methods for the exclusive synthesis of DTPA-mono-amide have been established which extensively reduce the difficulties otherwise encountered and increase the reaction's yield considering the green chemistry approaches. This is expected to be of interest to radiopharmaceutical researchers interested in the DTPA (Radio)-metallic- conjugate. Overall, this paper provides a framework to achieve a higher degree of propriety from DTPA as a chelator to conjugate to the chemical compounds.

Original languageEnglish (US)
Pages (from-to)447-455
Number of pages9
JournalJournal of Radioanalytical and Nuclear Chemistry
Volume283
Issue number2
DOIs
StatePublished - Feb 2010

Fingerprint

Pentetic Acid
Radiopharmaceuticals
Amides
Curium
Americium
Toxic materials
Radioactive materials
Chemical compounds
Plutonium
Labeling
Chelating Agents
Amines
Metals
Poisons
Radio
Research Personnel

Keywords

  • DTPA
  • DTPA-conjugate
  • Green chemistry
  • Radiopharmaceutical chemistry
  • Sonication

ASJC Scopus subject areas

  • Radiology Nuclear Medicine and imaging
  • Spectroscopy
  • Public Health, Environmental and Occupational Health
  • Pollution
  • Health, Toxicology and Mutagenesis
  • Nuclear Energy and Engineering
  • Analytical Chemistry

Cite this

Novel and facile methods for the synthesis of DTPA-mono-amide : A new completely revised strategy in radiopharmaceutical chemistry. / Ardestani, Mehdi Shafiee; Arabzadeh, Ali Jabbari; Heidari, Zahra; Hosseinzadeh, Amirreza; Ebrahimi, Hamidreza; Hashemi, Elham; Mosayebnia, Mona; Shafiee-Alavidjeh, Mohammad; Alavi, Abbas; Babaei, Mohammad Hossein; Rahmim, Arman; Ebrahimi, Seyed Esmaeil Sadat; Amanlou, Massoud.

In: Journal of Radioanalytical and Nuclear Chemistry, Vol. 283, No. 2, 02.2010, p. 447-455.

Research output: Contribution to journalArticle

Ardestani, MS, Arabzadeh, AJ, Heidari, Z, Hosseinzadeh, A, Ebrahimi, H, Hashemi, E, Mosayebnia, M, Shafiee-Alavidjeh, M, Alavi, A, Babaei, MH, Rahmim, A, Ebrahimi, SES & Amanlou, M 2010, 'Novel and facile methods for the synthesis of DTPA-mono-amide: A new completely revised strategy in radiopharmaceutical chemistry', Journal of Radioanalytical and Nuclear Chemistry, vol. 283, no. 2, pp. 447-455. https://doi.org/10.1007/s10967-009-0414-y
Ardestani, Mehdi Shafiee ; Arabzadeh, Ali Jabbari ; Heidari, Zahra ; Hosseinzadeh, Amirreza ; Ebrahimi, Hamidreza ; Hashemi, Elham ; Mosayebnia, Mona ; Shafiee-Alavidjeh, Mohammad ; Alavi, Abbas ; Babaei, Mohammad Hossein ; Rahmim, Arman ; Ebrahimi, Seyed Esmaeil Sadat ; Amanlou, Massoud. / Novel and facile methods for the synthesis of DTPA-mono-amide : A new completely revised strategy in radiopharmaceutical chemistry. In: Journal of Radioanalytical and Nuclear Chemistry. 2010 ; Vol. 283, No. 2. pp. 447-455.
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