Author: Harendra S. Parekh
Publisher:
ISBN:
Category :
Languages : en
Pages :
Book Description
Development of a Novel Carboxy Linker for Solid Phase Peptide and Glycopeptide Synthesis
Approaches Towards Novel Carboxyl Protecting Groups and Linkers for Solid Phase Peptide Synthesis
Author: Nicola Sinead Anne Kerrigan
Publisher:
ISBN:
Category :
Languages : en
Pages : 258
Book Description
Publisher:
ISBN:
Category :
Languages : en
Pages : 258
Book Description
The Development of Novel Carboxyl and Amino Protecting Groups for the Solid-phase Synthesis of Atypical Peptides
Synthesis of Novel Nonracemic Cyclo-BINOLs and Their Applications. II. A New Traceless Linker for Reverse Direction Solid Phase Peptide Synthesis
The Development of Novel Solid Phase Methodologies for the Synthesis of Atypical Peptides and Non-peptide Entities
Novel Glycosyl Amino Acids for Solid Phase Glycopeptide Synthesis
Author: Paul A. Ward
Publisher:
ISBN:
Category : Glycopeptides
Languages : en
Pages : 406
Book Description
Publisher:
ISBN:
Category : Glycopeptides
Languages : en
Pages : 406
Book Description
Fmoc Solid Phase Peptide Synthesis
Author: W. Chan
Publisher: OUP Oxford
ISBN: 0199637245
Category : Science
Languages : en
Pages : 371
Book Description
Since the publication of Atherton and Sheppard's volume, the technique of Fmoc solid-phase peptide synthesis has matured considerably and is now the standard approach for the routine production of peptides. The focus of this new volume is much broader, and covers the essential procedures.
Publisher: OUP Oxford
ISBN: 0199637245
Category : Science
Languages : en
Pages : 371
Book Description
Since the publication of Atherton and Sheppard's volume, the technique of Fmoc solid-phase peptide synthesis has matured considerably and is now the standard approach for the routine production of peptides. The focus of this new volume is much broader, and covers the essential procedures.
Development and Use of Chemical and Enzymatic Methods in Both Solution and Solid Phase for the Synthesis of Glycopeptides, Glycoproteins and Oligosaccharides
Author: Krista Leah Witte
Publisher:
ISBN: 9780591826135
Category : Binding sites (Biochemistry)
Languages : en
Pages : 0
Book Description
Presented in this thesis is work on developing an in vitro chemo-enzymatic methodology for the specific construction of glycopeptides and glycoproteins of known sequence, thus providing a route to investigate the importance of displayed oligosaccharides in cellular and molecular communication. Studies of the dependence of subtilisin stability in organic solvents on the buffer counterion are presented. The synthesis and subsequent use of the known slow-binding inhibitor Boc-Ala-Val-Phe-trifluoroketone to determine the effect organic solvents have on the hydrogen bonding in the active site of subtilisin are also discussed. The use of subtilisin in the ligation of glycopeptides is explored. A systematic study is presented in which the permissiveness of subtilisin toward the glycosyl moiety in the enzyme subsites is investigated. In addition a cleavable linker is synthesized and used which provides a direct route via solid-phase to produce a peptide ester suitable for subtilisin ligation. Using the heterogeneous glycoprotein RNase B as a model compound, several novel glycoforms were synthesized enzymatically. This was done by first removing the glycan except for the inner-most GlcNAc to give a homogeneous starting material. Then glycosyltransferases were used to build the unique N-linked glycan moiety. In addition the RNase derivative containing only a single GlcNAc could be proteolyzed at the known site to give peptide S and GlcNAc-protein S. These could be religated under thermodynamic conditions to form the full GlcNAc-RNase. The new methodology was used to incorporate a heavy metal labeled sialic acid into a new RNase glycoform. Heavy atom doping is often used to help elucidate difficult structures and presently there is very little information of the structure of glycan portions of many important glycoproteins.
Publisher:
ISBN: 9780591826135
Category : Binding sites (Biochemistry)
Languages : en
Pages : 0
Book Description
Presented in this thesis is work on developing an in vitro chemo-enzymatic methodology for the specific construction of glycopeptides and glycoproteins of known sequence, thus providing a route to investigate the importance of displayed oligosaccharides in cellular and molecular communication. Studies of the dependence of subtilisin stability in organic solvents on the buffer counterion are presented. The synthesis and subsequent use of the known slow-binding inhibitor Boc-Ala-Val-Phe-trifluoroketone to determine the effect organic solvents have on the hydrogen bonding in the active site of subtilisin are also discussed. The use of subtilisin in the ligation of glycopeptides is explored. A systematic study is presented in which the permissiveness of subtilisin toward the glycosyl moiety in the enzyme subsites is investigated. In addition a cleavable linker is synthesized and used which provides a direct route via solid-phase to produce a peptide ester suitable for subtilisin ligation. Using the heterogeneous glycoprotein RNase B as a model compound, several novel glycoforms were synthesized enzymatically. This was done by first removing the glycan except for the inner-most GlcNAc to give a homogeneous starting material. Then glycosyltransferases were used to build the unique N-linked glycan moiety. In addition the RNase derivative containing only a single GlcNAc could be proteolyzed at the known site to give peptide S and GlcNAc-protein S. These could be religated under thermodynamic conditions to form the full GlcNAc-RNase. The new methodology was used to incorporate a heavy metal labeled sialic acid into a new RNase glycoform. Heavy atom doping is often used to help elucidate difficult structures and presently there is very little information of the structure of glycan portions of many important glycoproteins.
Solid-phase Synthesis of Peptides and Peptide Mimetics Using Urethane and Backbone Amide Linker Strategies
Author: Ramakrishna Sasubilli
Publisher:
ISBN:
Category :
Languages : en
Pages : 148
Book Description
Peptide-based agents are of considerable interest as bioactive agents and drugs. Research was done to synthesize peptides and peptides mimetics using classical solid-phase peptide synthesis (SPPS) in the C-to-N direction. However, this strategy is not generally useful for preparing C-terminally modified peptide derivatives. On the other hand, SPPS in the N-to-C direction (inverse SPPS) would provide the synthetically versatile C-terminal carboxyl group for further elaboration. The first objective of this project was to develop inverse SPPS based urethane attachment strategy. Research was done to develop this strategy on hydroxymethyl polystyrene resin. In order to demonstrate this strategy, several C-terminal peptide mimetics, including peptide boronic acids, peptide hydroxamic acids, and peptide trifluoromethylketones were synthesized. The second objective was to develop the backbone amide linker (BAL) attachment strategy. This strategy provides a potential bidirectional approach to synthesize peptides and peptide mimetics. BAL strategy has been developed using a 4-(4-formyl-3-methoxyphenoxy)butyryl resin.
Publisher:
ISBN:
Category :
Languages : en
Pages : 148
Book Description
Peptide-based agents are of considerable interest as bioactive agents and drugs. Research was done to synthesize peptides and peptides mimetics using classical solid-phase peptide synthesis (SPPS) in the C-to-N direction. However, this strategy is not generally useful for preparing C-terminally modified peptide derivatives. On the other hand, SPPS in the N-to-C direction (inverse SPPS) would provide the synthetically versatile C-terminal carboxyl group for further elaboration. The first objective of this project was to develop inverse SPPS based urethane attachment strategy. Research was done to develop this strategy on hydroxymethyl polystyrene resin. In order to demonstrate this strategy, several C-terminal peptide mimetics, including peptide boronic acids, peptide hydroxamic acids, and peptide trifluoromethylketones were synthesized. The second objective was to develop the backbone amide linker (BAL) attachment strategy. This strategy provides a potential bidirectional approach to synthesize peptides and peptide mimetics. BAL strategy has been developed using a 4-(4-formyl-3-methoxyphenoxy)butyryl resin.
Novel Solution and Solid-phase Methods for the Preparation of Complex Carbohydrates
Author: Rodrigo Bohn Andrade
Publisher:
ISBN:
Category :
Languages : en
Pages : 444
Book Description
The development of glycosyl phosphate triesters as powerful glycosylating agents prepared from glycal precursors has led to the efficient preparation of complex carbohydrates. A novel octenediol linker has been developed for the transfer of solution-phase phosphate and imidate glycosylation methods onto the solid support allowing for rapid, efficient access to biologically significant structures. A solution-phase synthesis of a protected H-Type II pentasaccharide using a linear glycosylation strategy as a model for the solid-phase synthesis is described. Crucial to the synthesis was the development of a novel protecting group for oligosaccharide synthesis, the 2-(azidomethyl)benzoate or ABz.
Publisher:
ISBN:
Category :
Languages : en
Pages : 444
Book Description
The development of glycosyl phosphate triesters as powerful glycosylating agents prepared from glycal precursors has led to the efficient preparation of complex carbohydrates. A novel octenediol linker has been developed for the transfer of solution-phase phosphate and imidate glycosylation methods onto the solid support allowing for rapid, efficient access to biologically significant structures. A solution-phase synthesis of a protected H-Type II pentasaccharide using a linear glycosylation strategy as a model for the solid-phase synthesis is described. Crucial to the synthesis was the development of a novel protecting group for oligosaccharide synthesis, the 2-(azidomethyl)benzoate or ABz.