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Progress in the synthesis of sialic ...

Ress, Dino Konstantinos.

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Progress in the synthesis of sialic acid containing C-glycosides of potentially therapeutic carbohydrate epitopes.

紀錄類型:	書目-電子資源 : Monograph/item
正題名/作者:	Progress in the synthesis of sialic acid containing C-glycosides of potentially therapeutic carbohydrate epitopes./
作者:	Ress, Dino Konstantinos.
面頁冊數:	143 p.
附註:	Source: Dissertation Abstracts International, Volume: 66-04, Section: B, page: 2075.
Contained By:	Dissertation Abstracts International66-04B.
標題:	Chemistry, Organic. -
電子資源:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3172431
ISBN:	9780542096051

Progress in the synthesis of sialic acid containing C-glycosides of potentially therapeutic carbohydrate epitopes.
Ress, Dino Konstantinos.

Progress in the synthesis of sialic acid containing C-glycosides of potentially therapeutic carbohydrate epitopes. - 143 p.

Source: Dissertation Abstracts International, Volume: 66-04, Section: B, page: 2075.

Thesis (Ph.D.)--The University of Iowa, 2005.

Sialic Acids (SA) are part of a family of acidic ketoses that are ubiquitous throughout the animal kingdom. They are often observed as the terminating glycan residue on cell surface glycotopes where they play an instrumental role in many necessary biological processes such as embryogenesis, intracellular signaling and cell-cell adhesion. Our research focus in this arena involves the utilization of sialic acids as potential therapeutic agents to combat a range of diseases and afflictions. Some of the major challenges involved in this area have to do with the complex molecular architecture of sialic acids. The tertiary anomeric center is fairly hindered and complicates any effort to use them as components in chemical synthesis. This concern, coupled with the tendency of many SA containing conjugates to undergo rapid chemical and/or enzymatic hydrolysis, has led to the development of a target-based synthetic methodology to provide us with unobstructed access to a variety of C-glycoside analogs of potentially therapeutic agents. The objectives of the present study included the genesis, development, oversight and execution of a successful synthetic plan to construct C-glycoside mimics of the sialyl containing tumor antigen (sTn), as well as the major repeating Neu5Ac alpha(2 → 8) Neu5Ac disaccharide sequence in the capsular bacterial polysaccharide polysialic acid. Coupling procedures involved the heterogeneous union of a monomeric SA donor and corresponding electrophilic acceptor under reductive samarium conditions to achieve the target of choice. A secondary objective was the development and application of new chemistries considered useful in the construction of sialic acid C-glycosides. This effort mainly relates to the augmentation of protecting groups in an effort to increase the stability/reactivity of the donor/acceptor to more widely variable reaction conditions.

ISBN: 9780542096051Subjects--Topical Terms:

516206
Chemistry, Organic.

Progress in the synthesis of sialic acid containing C-glycosides of potentially therapeutic carbohydrate epitopes.
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