New Allyl Ester Linker and Solid-phase Block Synthesis of the Serglycin Core Region
スポンサーリンク
概要
- 論文の詳細を見る
The prototype glycopeptidyl fragments of serglycin, a proteoglycan with the characteristic peptide sequence of repeating L-seryl-L-glycine, were synthesized by a convergent method involving block condensation on a solid support. In order to facilitate detachment of the protected glycopeptides from the resin, a new allyl ester type of linker, which is cleavable by Pd(0)-catalysis, was designed and used in combination with the commercial acid-labile Sieber amide resin for the solid-phase synthesis. Glycopeptide blocks consisting of [O-(2,3,4-tri-O-acetyl-D-xylosyl)-L-seryl-L-glycine]n (n=1-8) were produced in good yields. Block condensation in a solution was also successful to synthesize up to the hexadecapeptide (n=8).
- 社団法人日本農芸化学会の論文
- 2001-06-23
著者
-
HOJO Hironobu
Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University
-
Ito Yukishige
The Institute Of Physical And Chemical Research (riken)
-
NAKAHARA Yuko
The Institute of Physical and Chemical Research (RIKEN)
-
Nakahara Yoshiaki
The Institute of Physical and Chemical Research (RIKEN)
-
Hojo Hironobu
Department Of Industrial Chemistry Tokai University
-
ANDO Sumie
The Institute of Physical and Chemical Research (RIKEN)
-
Hojo Hironobu
Department Of Applied Biochemistry Faculty Of Engineering Tokai University
関連論文
- Synthesis of a Glycosylated Peptide Thioester by the Boc Strategy and Its Application to Segment Condensation
- Possible involvement of emmprin, an MMP inducer, in glioma invasion and its inhibition by synthetic peptides carrying the active domain sequences
- Emmprin (basigin/CD147) : Matrix metalloproteinase modulator and multifunctional cell recognition molecule that plays a critical role in cancer progression
- 糖タンパク質合成におけるライゲーション法の進展
- Synthesis of the Extracellular Ig Domain I of Emmprin Carrying Chitobiose Unit
- Synthesis of the Extracellular First Ig Domain of Emmprin Carrying N-Linked Core Pentasaccharide
- Stereoselective Total Synthesis of Tri- and Tetrahexoside Wheat Flour Ceramide
- Stereoselective Total Synthesis of Wheat Flour Ceramide Dihexoside(Organic Chemistry)
- Total Synthesis of (2S,3S,4R)-N-Tetracosanoyl-2-amino-1,3,4-octadecanetriol, a Ceramide Part of Wheat Flour Glycosyl Ceramides(Organic Chemistry)
- Purification and Substrate Specificity of UDP-D-xylose : β-D-Glucoside α-1,3-D-Xylosyltransferase Involved in the Biosynthesis of the Xylα1-3Xylα1-3Glcβ1-O-Ser on Epidermal Growth Factor-like Domains
- Preparation of Peptide Thioester Segments Using Fmoc-Solid-Phase Peptide Synthesis
- Chemical Synthesis of Androgenic Gland Hormone of the Terrestrial Isopod, Armadillidium vulgare
- Preparation of Heterodimeric Glycopeptide via a Ligation of Glycopeptide with Intein-Mediated Peptide Thioester
- Synthesis of Heterodimeric Peptide Hormone Carrying N-Linked Core Pentasaccharide
- Synthetic Study of Androgenic Gland Hormone from Armadillidium Vulgare
- Design and Synthesis of Gentiohexaosyl Derivatives for an ANP Receptor Antagonist, HS-142-1
- Synthetic Studies on Polysaccharide HS-142-1, a Novel Nonpeptide Antagonist for the Atrial Natriuretic Peptide Receptor: Syntheses of the Gentiobiosyl Fragments
- N-S Acyl Shift Reaction on Peptide Backbone and Its Application to Preparation of Peptide Thioesters
- Synthesis and Structural Analysis of The Ligand Binding Site of Macrophage Scavenger Receptor
- Synthesis and Adhesion Activity of a Heterotrimeric Peptide Containing the Cell Adhesion Site of Type I Collagen
- Structure-Activity Relationships of fCyt b Related Peptides, Functional Cryptic Peptides that Activate Neutrophils
- 4,5-Dichlorophthaloyl Group for Amino Protection in Carbohydrate Chemistry
- Synthesis of MUC1 Glycopeptide Dendrimer
- Synthesis of Core-class 2 O-Linked Glycopeptides : a Benzyl-protected Tetrasaccharyl Serine and its Derivative Carrying a Hydrophobic Cholestanyl Group(Organic Chemistry)
- Toward Synthesis of Novel C-glycoprotein from Human RNase ; Unexpected Stereochemistry of Epoxide Opening Reaction by Organolithium Reagents in the Presence of Lewis Acid
- 2P488 Evaluation of the SAAP simulation program by use of Metenkephalin and C-peptide(51. New methods and tools (II),Poster Session,Abstract,Meeting Program of EABS & BSJ 2006)
- Development of a Method for Polypeptide Synthesis Using Peptide Thioester
- New Allyl Ester Linker and Solid-phase Block Synthesis of the Serglycin Core Region
- Microwave-Assisted Post-SPPS Thioesterification
- A Novel Post SPPS Thioesterification
- Synthesis of a Homogeneous Glycoprotein Model of the MUC2 Tandem Repeat
- Synthesis and Liposome-Formation of a Lipid Bearing Cell-Adhesion Peptide Sequence
- Synthetic Studies on Human Glycodelin
- Development of a Novel Amino Protecting Group Efficient for the Peptide Condensation Reaction by the Thioester Method
- Study on a Novel Ligation Method at Xaa-Ser/Thr Site
- Synthesis of Glycopeptide Dendrimer by the Thioester Method
- Chemoenzymatic Synthesis of a MUC1 Glycopeptide Carrying Non-Natural Sialyl TF-β O-Glycan
- Solid-Phase Synthesis of Core 8 O-Glycan-Linked MUC5AC Glycopeptide
- 糖タンパク質合成におけるライゲーション法の進展
- Synthesis of Peptide Thioesters Using a Novel Silyl Linker
- Chemical Synthesis of Oligosaccharides: Efficiency and Selectivity
- Glycoprotein Synthesis Using Segment Condensation Method
- Silyl Linker-based Approach to the Solid-phase Synthesis of Fmoc Glycopeptide Thioesters(Organic Chemistry)
- Solid-Phase Synthesis of Glycopeptides Using A Novel Silyl Linker
- Development of a novel thiol protecting group on the solid phase peptide synthesis and the peptide condensation reaction
- Chemoenzymatic Synthesis of the Lipid Binding Protein, Saposin C
- Pyrrolysine Analogs as Substrates for Bacterial Pyrrolysyl-tRNA Synthetase in Vitro and in Vivo
- Synthesis of O-Acyl Isopeptide by Use of Native Chemical Ligation to Efficiently Construct Hydrophobic Polypeptide
- Chemical Synthesis of Sublancin, a Bacterial S-Linked Glycopeptide
- Synthetic studies on plant cell wall glycans. Part 11. Stereocontrolled Introduction of Deuterium Atoms into a Phytoalexin Elicitor-Active .BETA.-D-Glucohexaoside.
- Phenacyl Group Is an Efficient Protecting Group of Cys Side Chain on the Peptide Condensation Reaction by the Thioester Method
- Chemoenzymatic Synthesis of Tim-3 Ig Domain Carrying Complex-type N-Glycan Using the Sequential One-Pot Condensation by the Thioester Method