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The design, synthesis and evaluation of guanidine-based molecular transporters.

紀錄類型:	書目-電子資源 : Monograph/item
正題名/作者:	The design, synthesis and evaluation of guanidine-based molecular transporters.
作者:	Pattabiraman, Kanaka.
面頁冊數:	215 p.
附註:	Adviser: Paul A. Wender.
附註:	Source: Dissertation Abstracts International, Volume: 65-04, Section: B, page: 1873.
Contained By:	Dissertation Abstracts International65-04B.
標題:	Chemistry, Organic.
電子資源:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3128681
ISBN:	0496759434

The design, synthesis and evaluation of guanidine-based molecular transporters.
Pattabiraman, Kanaka.

The design, synthesis and evaluation of guanidine-based molecular transporters.[electronic resource] - 215 p.

Adviser: Paul A. Wender.

Thesis (Ph.D.)--Stanford University, 2004.

Chapter 4 describes the efficient synthesis of the octaarginine homooligomer through a bidirectional approach in the solution phase. This synthesis enabled us to increase the scale and decrease the cost of synthesizing octaarginine relative to a solid phase approach on a peptide synthesizer.

ISBN: 0496759434Subjects--Topical Terms:

193634
Chemistry, Organic.

The design, synthesis and evaluation of guanidine-based molecular transporters.
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520 # $a Chapter 4 describes the efficient synthesis of the octaarginine homooligomer through a bidirectional approach in the solution phase. This synthesis enabled us to increase the scale and decrease the cost of synthesizing octaarginine relative to a solid phase approach on a peptide synthesizer.
520 # $a Chapter 5 describes recent efforts towards synthesizing bryostatin analogs that vary the C-21 unsaturated ester moiety.
520 # $a Chapters 2 and 3 outline our efforts towards synthesizing peptidomimetics that vary the spacing between either the backbone and the guanidine head group (peptoid analogs) or the spacing between guanidine head groups along the backbone (gamma peptide analogs). Both these modifications resulted in more efficient cellular uptake.
520 # $a The physical properties of many drugs and drug candidates prevent them from reaching their target in the body and therefore limit their clinical application. Biological barriers in the body such as the cell membrane pose a significant challenge for the delivery of therapeutics. It has been discovered that certain polar peptides are efficiently able to penetrate the cell membrane and enter cells. In particular, the basic domain of HIV-1 Tat has been shown to rapidly enter cells in an energy dependent fashion. It has been shown that the arginine residues of the Tat basic domain are responsible for its cellular uptake function and that short oligomers of arginine are able to cross the cell membrane and enter cells more efficiently than the parent Tat sequence. This thesis outlines some of our work towards understanding the relationship between structure and function of these arginine oligomers and towards applying this discovery to the delivery of therapeutics.
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