Amino Acids and Peptides. XXIII. : Synthesis of N^α-Protected Amino Acid 6-Chloro-2-pyridyl Esters and Their Evaluation for Peptide Synthesis

スポンサーリンク

概要

• 論文の詳細を見る

• 6-Chloro-2-pyridyl esters (OPyCl) of N^α-benzyloxycarbonyl and tert-butyloxycarbonylamino acids were synthesized by the N, N'-dicyclohexylcarbodiimide (DCC) method from the acids and 6-chloro-2-hydroxypyridine in dimethylformamide (DMF). The reactivity of the 6-chloro-2-pyridylester with amino group is much higher than that of the corresponding 2-pyridyl ester (OPy) and p-nitrophenyl esters (ONp) in dioxane and DMF, and a peptide bond is formed without acylation at the side chain hydroxyl group of amino acids. Z-Asp(OBzl)-OPyCl reacted with amino acid methyl esters in dioxane to give the corresponding dipeptide without any detectable aspartimide formation.

• 公益社団法人日本薬学会の論文
• 1989-01-25

著者

• 岡田 芳男

  Faculty of Pharmaceutical Sciences Kobe-Gakuin University

• 坪井 諭志

  Faculty of Pharmaceutical Sciences Kobe-Gakuin University

• 岡田 芳男

  神戸学院大学 薬学部

関連論文

• Amino Acids and Peptides. XXXV. Synthesis of Mouse Metallothionein I. (2). Synthesis of a Nonacosapeptide Corresponding to N-Terminal Sequence 1-29 (β-Fragment) of Mouse Metallothionein I and Related Peptides and Examination of Their Heavy Metal-Binding P
• Amino Acids and Peptides. XXXIV. Synthesis of Mouse Metallothionein I. (1). Synthesis of Dotriacontapeptide Corresponding to C-Terminal Sequence 30-61 (α-Fragment) of Mouse Metallothionein I and Related Peptides and Examination of Their Heavy Metal-Bindin
• Amino Acids and Peptides. XXVII. : Synthesis of Phytochelatin-Related Peptides and Examination of Their Heavy Metal-Binding Properties
• Amino Acids and Peptides. XXVI. Synthesis of Agaricus bisporus Metallothionein and Related Peptides and Examination of Their Heavy Metal-Binding Properties
• Amino Acids and Peptides. XXIV. : Synthesis of Neurospora crassa Metallothionein and Related Cysteine-Containing Peptides and Examination of Their Heavy Metal-Binding Properties
• Amino Acids and Peptides. XIII. : Synthesis of a Nonacosapeptide Corresponding to the N-Terminal Sequence 1-29 (β-Fragment) of Human Liver Metallothionein II (hMT II) and Its Heavy Metal-Binding Properties
• Amino Acids and Peptides. XXI. : Synthesis of N-Terminal Heptapeptide of Mammalian Metallothionein (MT) and Evaluation of Its Immunoreactivity
• Amino Acids and Peptides. XXXVII. Synthesis of Stereoisomeric Nonapeptides Corresponding to Sequence 41-49 of Eglin c and Examination of Their Inhibitory Activity against Human Leukocyte Cathepsin G and α-Chymotrypsin
• The Inhibitory Effect of Sulfated Schizophyllans and Related Oligosaccharides on Coagulation and Fibrinolysis
• Application of Poly-L-lysine to Purification of Leukocyte Cathepsin G by Affinity Chromatography
• Amino Acids and Peptide. XXX. Synthesis of Eglin c (41-49) and Eglin c (60-63) and Examination of Their Inhibitory Activity towards Human Leukocyte Elastase, Cathepsin G, Porcine Pancreatic Elastase and α-Chymotrypsin
• Amino Acids and Peptides. XXIX. Synthesis of Peptide Fragments Related to Active Center of Eglin c and Studies on the Relationship between Their Structure and Their Inhibitory Activity against Cathepsin G and α-Chymotrypsin
• SYNTHESIS OF A HEPTACONTAPEPTIDE CORRESPONDING TO THE ENTIRE AMINO ACID SEQUENCE OF EGLIN C
• Amino Acids and Peptides. XXVIII. : Synthesis of Peptide Fragments Related to Eglin c and Studies on the Relationship between Their Structure and Effects on Human Leukocyte Elastase, Cathepsin G and α-Chymotrypsin
• Amino Acids and Peptides. XXII. : Synthesis of Substrates and Inhibitors of Human Leukocyte Cathepsin G
• Synthesis of Tripeptide Amide Derivatives and Examination of Their Inhibitory Effect on Human Leukocyte Elastase (HLE)
• Inhibition of α-Chymotrypsin by Suc-L-Tyr-D-Leu-D-Phe-pNA, a Stereoisomer of a Specific Substrate
• Synthesis of Chromogenic Substrates Specific for Human Spleen Fibrinolytic Proteinase (SFP) and Human Leukocyte Elastase (LE)
• CONVENIENT PURIFICATION OF HUMAN SPLEEN FIBRINOLYTIC PROTEINASE (SFP) AND HUMAN LEUCOCYTE ELASTASE BY AFFINITY CHROMATOGRAPHY
• Stereoisomeric Alanine Peptides as Substrates for Human Spleen Fibrinolytic Proteinase (SFP)
• Synthesis of Stereoisomeric Suc-Tyr-Leu-Val-pNA and Their Properties as Substrate and Inhibitor for Human Spleen Fibrinolytic Proteinase (SFP)
• Human Chorionic Gonadotropin. VII. Preparation and Immunocharacteristics of Carboxyl-terminal Peptides of the β-Subunit of Human Chorionic Gonadotropin
• Human Chorionic Gonadotropin. III. Synthesis of a Dotriacontapeptide corresponding to the C-Terminal Sequence 116-147 of the β-Subunit of Human Chorionic Gonadotropin (hCG)
• Human Chorionic Gonadotropin. II. Synthesis of a Hexadecapeptide corresponding to the C-Terminal Sequence 132-147 of the β-Subunit of Human Chorionic Gonadotropin (hCG)
• Synthesis of C-Terminal Peptides of the β-Subunit of Human Chorionic Gonadotropin (hCG)
• Amino Acids and Peptides. XII. Synthesis of C-Terminal Decapeptide of Bovine Pancreatic Ribonuclease A (RNase A) and Its Analogs and Determination of Their Ability to Reactivate Des (121-124) RNase A
• Amino Acids and Peptides. XXXIX. Synthesis of iNoc-Gln-Val-Val-Ala-Ala-pNA and Its Action on Thiol Proteinases
• Synthesis of a Tetradecapeptide corresponding to Sequence 90-103 of Bovine Adrenodoxin
• Synthesis of Two Heptapeptides corresponding to Sequences 50-56 and 90-96 of Adrenodoxin from Bovine Adrenal Cortex and Formation of Their Iron-Sulfur Complexes
• Amino Acids and Peptides. XVI. Synthesis of N^G-Tosylarginyl Peptide Derivatives-Observation of Lactam Formation of Arginyl Residue(Organic,Chemical)
• Studies on Peptides. XLI. Synthesis of the Protected Hexadecapeptide Corresponding to Positions 13 to 28 of the Basic Trypsin Inhibitor from Bovine Pancreas (Kunitz and Northrop)
• Studies on Peptides. XXIV. Some Observation on the Urethan Formation during the Mixed Anhydride Procedure in Peptide Synthesis
• Studies on Peptides. XXIII. Total Synthesis of Monkey β-Melanocyte-stimulating Hormone
• Studies on Peptides. XXII. Synthesis of the partially Protected Pentadecapeptide related to Monkey and Human β-Melanocyte-stimulating Hormones
• Studies on Peptides. XVI. Regeneration of Lysine from N^ε-Formyllysine by Aqueous Hydrazine or Hydroxylamine and Their Application to the Synthesis of α-Melanocyte-stimulating Hormone
• Studies on Peptides. XV. Synthesis of Prolyltyrosylarginylmethionine, the Tetrapeptide situated within the Amino Acid Sequences of Monkey and Human β-Melanocyte-stimulating Hormones.
• Studies on Peptides. XIV. Synthesis of Lysyl-S-benzylcysteinylalanylglutaminyl-S-benzyl-cysteinylhistidine, a Peptide related to Horse Heart Cytochrome C.
• Studies on Peptides. XII.Synthesis of the Decapeptide corresponding to the C-Terminal Portion of β-Melanocyte-stimulating Hormone
• Studies on Peptides. VIII. Synthesis of Two Heptapeptides Isolated from Pituitary Glands
• Studies on Peptides. VI. Synthesis of Three Stereoisomeric Pentapeptides of Histidylphenyl-alanylarginyltryptophylglycine Possessing D-Phenylalanyl-D-arginyl Moiety within the Sequence and Their Melanocyte-stimulating Activities in vitro
• 中国製薬企業のR&Dとナレッジマネジメントに関する追跡調査
• 中国における製薬企業の研究開発マネジメントに関する実証研究
• 中国製薬企業の研究開発における地域の差 : 上海製薬企業の実態調査
• 製薬企業のナレッジマネジメントと研究開発に関する実態調査 : 中国の製薬企業5社を対象として
• 中国医薬品市場の発展と動向
• P-196 ムコソルバン^[○!R]錠と他剤との配合による変色の原因(12.品質管理・製剤試験,"薬剤師がつくる薬物治療"-薬・薬・学の連携-)
• 合成インヒビターのデザイン戦略 : 二機能性トロンビン阻害剤のデザイン
• 全国薬系大学防災状況アンケート調査 : 阪神・淡路大震災を踏まえて
• Amino Acids and Peptides. XL. Synthesis of Ac-Tyr-Val-Ala-Asp-MCA Using Newly Developed Acetylating Reagent
• Amino Acids and Peptides. XXXVI. Synthesis of Enkephalin Chloromethyl Ketone and Evaluation of Its Inhibitory Activity against Endopeptidase 22.19
• Development of Active Center-Directed Plasmin and Plasma Kallikrein Inhibitors and Studies on the Structure-Inhibitory Activity Relationship
• Synthesis of trans-4-Aminomethylcyclohexanecarbonyl-L- and -D-phenylalanine-4-carboxymethylanilide and Examination of Their Inhibitory Activity against Plasma Kallikrein
• Amino Acids and Peptides. XXXIII. Synthesis of N-Terminal Epitope Peptides of Mammalian Metallothioneins (MTs)
• Development of Selective Inhibitors against Plasma Kallikrein
• Development of Active Center-Directed Inhibitors against Plasmin
• Synthesis of Tripeptide Chloromethyl Ketones and Examination of Their Inhibitory Effects on Plasmin and Plasma Kallikrein
• Synthesis of Active Center-Directed Prptide Inhibitors of Plasmin
• Structure and Synthesis of an Immunoactive Lipopeptide, WS1279,of Microbial Origin
• STRUCTURE AND SYNTHESIS OF AN IMMUNOACTIVE LIPOPEPTIDE, WS1279,OF MICROBIAL ORIGIN
• Amino Acids and Peptides. XXV. : Application of Newly Developed β-1- and β-2-Adamantylaspartates to Peptide Synthesis by Solid Phase and Conventional Solution Methods
• Amino Acids and Peptides. VI. Curtius Rearrangement of Acyl Amino Acid and Peptide Azides and Reactivity of the Isocyanates
• Synthesis of Bradykinin Fragments and Their Analogs modified at a Phenylalanine Residue
• Synthesis of a Tetradecapeptide corresponding to Sequence 50-63 of Adrenodoxin from Bovine Adrenal Cortex and Formation of Its Iron-Sulfur Complex
• Amino Acids and Peptides. III. Synthesis of Stereoisomeric Alanine Containing Peptide Derivatives and Their Effects on Germination of Bacillus thiaminolyticus Spores. (2)
• Amino Acids and Peptides. II. Synthesis of Stereoisomeric Alanine containing Peptide Derivatives and Their Effects on Germination of Bacillus thiaminolyticus Spores
• 1-I-18 好酸球遊走因子に対するアラキドン酸過酸化物およびBSA脂質の影響(第38回大会研究発表要旨,日本ビタミン学会)
• 好酸球遊走因子・ペプチド性因子及びアラキドン酸過酸化物の活性 : 一般研究発表要旨
• Synthesis of Stereoisomeric Alanine Containing Peptide Derivatives
• Amino Acids and Peptides. IX. Synthesis of Cysteine-Containing Peptide Fragments Related to Human Hepatic Metallothionein II (hMT II) and Determination of Their Heavy Metal-Binding Properties
• Amino Acids and Peptides. VIII. Synthesis of a Hexacosapeptide corresponding to the C-Terminal Sequence 36-61 of Human Metallothionein II (hMT II) and Determination of Its Heavy Metal Binding Activity
• Amino Acids and Peptides. VII. Synthesis of Methionine-Enkephalin using Transfer Hydrogenation
• Amino Acids and Peptides. V. Synthesis of N-L-and D-Alanyl-1-aminoethylphosphonic Acids
• 2-I-35 PAFの好酸球遊走活性(第41回大会一般研究発表)
• Amino Acids and Peptides. XX. : Inhibition of Papain by Succinyl-Gln-Val-Val-Ala-p-Nitroanilide, a Common Sequence of Endogenous Thiol Proteinase Inhibitors
• Amino Acids and Peptides. XIV. Synthesis and Biological Activity of Three S-Peptide Analogues of Bovine Pancreatic Ribonuclease A (RNase A)(Organic,Chemical)
• Amino Acids and Peptides. XI. Synthesis of Attractant and Repellent Peptides for Aedes aegypti and Blattella germanica
• ペプチド合成研究45年の回顧
• Amino Acids and Peptides. XXIII. : Synthesis of N^α-Protected Amino Acid 6-Chloro-2-pyridyl Esters and Their Evaluation for Peptide Synthesis
• メタロチオネインの部分ペプチドに配位した109Cdの腎近位尿細管における部位選択的取り込みに関する検討

もっと見る 閉じる

スポンサーリンク