m-DTPA之創新製備方法

A novel preparation of m-DTPA

何彥昇(Yan-Sheng He.)

指導教授 ： 楊嘉喜

中原大學/理學院/化學研究所/碩士(2002年)

https://doi.org/10.6840/cycu200200400

摘要

DTPA與peptide，蛋白質或其他可追尋目標之化合物結合(conjugation)後，再與放射性同位素離子螯合之產物在核子醫學上有許多應用。目前用來與peptide 或蛋白質結合之DTPA衍生物有一些缺點.有人為改進此接合步驟，而開發單活性配位基DTPA衍生物,但需要六個反應步驟才能完成。本文製備一全酯化之DTPA,然後再進行選擇性水解去掉一個酯基，只要兩個反應步驟就可得單活性配位基DTPA衍生物，產率必然比文獻方法高。通常純度也會較好。 在這過程中，如R基為乙基，則總產率為55.5%；如為第三丁基，則總產率為32.9﹪。

關鍵字

m-DTPA

並列摘要

DTPA (diethylenetriamine pentaacetic acid) is a useful bifunctional chelator which can be conjugated to a peptide, a protein or other target-seeking compounds and, in the mean time, chelated to a radioisotope. The resulting compounds can be used as radiopharmaceuticals. In the conjugation of DTPA to target-seeking compounds, for the purpose of avoiding the occurrence of bis-conjugated by-products which require tedious separation, mono-active DTPA has been developed. However, the current synthesis of mono-active DTPA takes six steps, which is lengthy and high cost. In this thesis, a two steps process to accomplish this synthesis was reported. Therein, a penta-ester of DTPA is prepared followed by a selective hydrolysis to obtain mono-active DTPA. The total yields are 55.5% and 32.9% for R = ethyl and t-butyl, respectively.

並列關鍵字

m-DTPA

參考文獻

1. Yasushi Arano, Bioconjugate Chem. 1997, 8, 442-446.

2. Susan Wang, Bioconjugate Chem. 1997, 8, 673-679.

3. Samuel Achilefu, J. Org. Chem. 2000, 65, 1562-1565.

4. Arano Y., Bioconjugate Chem. 1997, 8, 442-446.

5. Yasushi Arano, J. Med. Chem. 1996, 39, 3451-3460.