Thiol-Ene Reaction of Heparin Allyl Ester, Heparin 4-Vinylbenzyl Ester and Enoxaparin
Heparin allyl ester and heparin 4-vinylbenzyl ester were prepared and examined for their potential for thiol-ene reaction using both free radical initiators and photochemistry. While both undergo reaction with mercaptoacetic acid, the allyl ester adduct proved to be somewhat more labile. Several mor...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-09-01
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| Series: | Reactions |
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| Online Access: | https://www.mdpi.com/2624-781X/3/3/31 |
| _version_ | 1797482953811427328 |
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| author | Richard T. Taylor Dhruba P. Poudel |
| author_facet | Richard T. Taylor Dhruba P. Poudel |
| author_sort | Richard T. Taylor |
| collection | DOAJ |
| description | Heparin allyl ester and heparin 4-vinylbenzyl ester were prepared and examined for their potential for thiol-ene reaction using both free radical initiators and photochemistry. While both undergo reaction with mercaptoacetic acid, the allyl ester adduct proved to be somewhat more labile. Several more examples of adducts from heparin 4-vinylbenzyl ester are reported. Similar reactions on enoxaparin, where the reaction site is solely at the non-reducing end of the molecule, are also reported. These reactions may show promise as a strategy in the development of drug conjugates. |
| first_indexed | 2024-03-09T22:40:53Z |
| format | Article |
| id | doaj.art-ad8c4353eb7d41e9912e3b4d98633308 |
| institution | Directory Open Access Journal |
| issn | 2624-781X |
| language | English |
| last_indexed | 2024-03-09T22:40:53Z |
| publishDate | 2022-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Reactions |
| spelling | doaj.art-ad8c4353eb7d41e9912e3b4d986333082023-11-23T18:40:33ZengMDPI AGReactions2624-781X2022-09-013344245010.3390/reactions3030031Thiol-Ene Reaction of Heparin Allyl Ester, Heparin 4-Vinylbenzyl Ester and EnoxaparinRichard T. Taylor0Dhruba P. Poudel1Department of Chemistry and Biochemistry, Miami University, Oxford, OH 45056, USADepartment of Chemistry and Biochemistry, Miami University, Oxford, OH 45056, USAHeparin allyl ester and heparin 4-vinylbenzyl ester were prepared and examined for their potential for thiol-ene reaction using both free radical initiators and photochemistry. While both undergo reaction with mercaptoacetic acid, the allyl ester adduct proved to be somewhat more labile. Several more examples of adducts from heparin 4-vinylbenzyl ester are reported. Similar reactions on enoxaparin, where the reaction site is solely at the non-reducing end of the molecule, are also reported. These reactions may show promise as a strategy in the development of drug conjugates.https://www.mdpi.com/2624-781X/3/3/31heparin estersenoxaparinthiol-ene reaction |
| spellingShingle | Richard T. Taylor Dhruba P. Poudel Thiol-Ene Reaction of Heparin Allyl Ester, Heparin 4-Vinylbenzyl Ester and Enoxaparin Reactions heparin esters enoxaparin thiol-ene reaction |
| title | Thiol-Ene Reaction of Heparin Allyl Ester, Heparin 4-Vinylbenzyl Ester and Enoxaparin |
| title_full | Thiol-Ene Reaction of Heparin Allyl Ester, Heparin 4-Vinylbenzyl Ester and Enoxaparin |
| title_fullStr | Thiol-Ene Reaction of Heparin Allyl Ester, Heparin 4-Vinylbenzyl Ester and Enoxaparin |
| title_full_unstemmed | Thiol-Ene Reaction of Heparin Allyl Ester, Heparin 4-Vinylbenzyl Ester and Enoxaparin |
| title_short | Thiol-Ene Reaction of Heparin Allyl Ester, Heparin 4-Vinylbenzyl Ester and Enoxaparin |
| title_sort | thiol ene reaction of heparin allyl ester heparin 4 vinylbenzyl ester and enoxaparin |
| topic | heparin esters enoxaparin thiol-ene reaction |
| url | https://www.mdpi.com/2624-781X/3/3/31 |
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