The thiolate-alkylating protein (Ada protein) is a zinc protein that repairs the defective DNA by transferring methyl group on to itself. We have used the thiophenylphosphine ligand to provide sulfur-rich environment for model study. In this work, we have accidentally found that this zinc complex can activate CH2Cl2 to generate a methylenated complex (4). Carbon-halide activation is commonly used in organic synthesis. However activation of C-Cl bond is comparatively scarce compared to C-Br or C-I bonds.
Varying the degree of deprotonation on the PS3 ligand, a simple zinc dimer (2) can be obtained instead of (4). The dimer (2) can even react with much milder alkyl-reagent, methylphosphotriester. Therefore (2) serves as a successful Ada protein model in this sense. Other related alkyl-transfer reactions using different ligand or zinc complexes were discussed to give insight of the methyl-transfer action of Ada protein.
| Identifer | oai:union.ndltd.org:NSYSU/oai:NSYSU:etd-0805106-003534 |
| Date | 05 August 2006 |
| Creators | Song, Yong-Yi |
| Contributors | Chang, TH, Lan-Chang Liang, C. W. Ong, Michael Y. Chiang |
| Publisher | NSYSU |
| Source Sets | NSYSU Electronic Thesis and Dissertation Archive |
| Language | Cholon |
| Detected Language | English |
| Type | text |
| Format | application/pdf |
| Source | http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0805106-003534 |
| Rights | unrestricted, Copyright information available at source archive |
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