A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP
Synthesis of beneficial protected meso-DAP 9 by cross metathesis of the Garner aldehyde-derived vinyl glycine 1b with protected allyl glycine 2 in the presence of Grubbs second-generation catalyst was performed. Preparation of lipophilic N-acyl iE-DAP as potent agonists of NOD 1-mediated immune resp...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2013-01-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/18/1/1162 |
| _version_ | 1818583496277360640 |
|---|---|
| author | Hiroki Takahata Hideaki Wakamatsu Yuichi Yoshimura Yukako Saito |
| author_facet | Hiroki Takahata Hideaki Wakamatsu Yuichi Yoshimura Yukako Saito |
| author_sort | Hiroki Takahata |
| collection | DOAJ |
| description | Synthesis of beneficial protected meso-DAP 9 by cross metathesis of the Garner aldehyde-derived vinyl glycine 1b with protected allyl glycine 2 in the presence of Grubbs second-generation catalyst was performed. Preparation of lipophilic N-acyl iE-DAP as potent agonists of NOD 1-mediated immune response from 9 is described. |
| first_indexed | 2024-12-16T08:06:12Z |
| format | Article |
| id | doaj.art-edbffe903a7e4bd18819c14c29874c55 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-16T08:06:12Z |
| publishDate | 2013-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-edbffe903a7e4bd18819c14c29874c552022-12-21T22:38:28ZengMDPI AGMolecules1420-30492013-01-011811162117310.3390/molecules18011162A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAPHiroki TakahataHideaki WakamatsuYuichi YoshimuraYukako SaitoSynthesis of beneficial protected meso-DAP 9 by cross metathesis of the Garner aldehyde-derived vinyl glycine 1b with protected allyl glycine 2 in the presence of Grubbs second-generation catalyst was performed. Preparation of lipophilic N-acyl iE-DAP as potent agonists of NOD 1-mediated immune response from 9 is described.http://www.mdpi.com/1420-3049/18/1/1162protected meso-diaminopimelic acidN-acyl iE-DAPcross metathesis |
| spellingShingle | Hiroki Takahata Hideaki Wakamatsu Yuichi Yoshimura Yukako Saito A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP Molecules protected meso-diaminopimelic acid N-acyl iE-DAP cross metathesis |
| title | A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP |
| title_full | A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP |
| title_fullStr | A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP |
| title_full_unstemmed | A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP |
| title_short | A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP |
| title_sort | facile synthesis of fully protected meso diaminopimelic acid dap and its application to the preparation of lipophilic n acyl ie dap |
| topic | protected meso-diaminopimelic acid N-acyl iE-DAP cross metathesis |
| url | http://www.mdpi.com/1420-3049/18/1/1162 |
| work_keys_str_mv | AT hirokitakahata afacilesynthesisoffullyprotectedmesodiaminopimelicaciddapanditsapplicationtothepreparationoflipophilicnacyliedap AT hideakiwakamatsu afacilesynthesisoffullyprotectedmesodiaminopimelicaciddapanditsapplicationtothepreparationoflipophilicnacyliedap AT yuichiyoshimura afacilesynthesisoffullyprotectedmesodiaminopimelicaciddapanditsapplicationtothepreparationoflipophilicnacyliedap AT yukakosaito afacilesynthesisoffullyprotectedmesodiaminopimelicaciddapanditsapplicationtothepreparationoflipophilicnacyliedap AT hirokitakahata facilesynthesisoffullyprotectedmesodiaminopimelicaciddapanditsapplicationtothepreparationoflipophilicnacyliedap AT hideakiwakamatsu facilesynthesisoffullyprotectedmesodiaminopimelicaciddapanditsapplicationtothepreparationoflipophilicnacyliedap AT yuichiyoshimura facilesynthesisoffullyprotectedmesodiaminopimelicaciddapanditsapplicationtothepreparationoflipophilicnacyliedap AT yukakosaito facilesynthesisoffullyprotectedmesodiaminopimelicaciddapanditsapplicationtothepreparationoflipophilicnacyliedap |