Studies of Peptide Antibiotics. XXV. Synthesis of an Immediate Precursor of Gramicidin S
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概要
- 論文の詳細を見る
A linear decapeptide, HCO-D-Phe-Pro-Val-Orn-Leu-D-Phe-Pro-Val-Orn-Leu-NHCH<SUB>2</SUB>CH<SUB>2</SUB>OH, which has been identified as an immediate precursor of gramicidin S was synthesized in order to define the physical and biological properties of this peptide. The synthetic product possessed practically no antibacterial activity against any of the microorganisms tested, though the optical rotatory dispersion feature of this peptide was quite similar to that of gramicidin S. Stability of the terminal blocking groups of this peptide to the action of hydrogen chloride in methanol was also discussed.
- 公益社団法人 日本化学会の論文
著者
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Waki Michinori
Laboratory Of Biochemistry Department Of Chemistry Faculty Of Science Kyushu University
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Izumiya Nobuo
Laboratory Of Biochemistry Faculty Of Engineering Kyushu Sangyo University
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Matsuura Shuji
Laboratory of Biochemistry, Faculty of Science, Kyushu University
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Makisumi Satoru
Laboratory of Biochemistry, Faculty of Science, Kyushu University
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Waki Michinori
Laboratory of Biochemistry, Faculty of Science, Kyushu University
関連論文
- INTERACTION OF HIGHLY BIOACTIVE GRAMICIDIN S ANALOG LACKING HYDROPHILIC AMINO ACID RESIDUES WITH BIOMEMBRANES
- RESOLUTION OF AMINO ACIDS (XVI) : PREPARATION OF FOUR OPTICAL ISOMERS OF δ-HYDROXYLYSINE
- WALDEN INVERSION OF AMINOACIDS (VIII) : STEREOSPECIFIC SYNTHESES OF D-ISOSERINE AND D-ISOTHREONINE FROM L-SERINE AND L-THREONINE
- Inactivation of Gramicidin S by Acylation of Two Ornithine Residues with Higher Fatty Acids
- Development of Electrochemical Protease Assay
- Direct Modification of mRNA by Ferrocenyl Carbodiimide and Its Application to Electrochemical Detection of mRNA
- Interaction Analysis of the Carcinoembryonic Antigen (CEA) with Its Monoclonal Antibody Immobilized on a Gold Surface Using Fourier Transform Infrared Reflection-Absorption Spectroscopy (FT-IR RAS)
- Electrochemical Detection of a Disease-specific Isoform of the Prion Protein (PrP^)
- Analysis of the interaction between trypsin and sunflower trypsin inhibitor (SFTI-1) immobilized on the gold surface
- Immobilization of a peptide probe by a peptide-nucleotide conjugate (PNC)
- Syntheses and Antibacterial Activities of Gramicidin S Analogs Containing L-Ornithine in Place of L-Valine
- Efficient synthesis of a new amino acid, (2S,3R,4R)-4-chloro-3-hydroxyproline.
- Studies of bitter peptides from casein hydrolyzate. X. Synthesis and bitter taste of H-Arg-Gly-Pro-Phe-Pro-Ile-Ile-Val-OH corresponding to C-terminal portion of .BETA.-casein.
- Synthesis of unusual aromatic L-amino acids by asymmetric hydrogenation of cyclic dehydrodipeptides.
- Cyclic peptides. XXIII Synthesis of retro-enantio-AM-toxin I.
- Opioid activities of morphiceptin analogs derived from human .BETA.-casein.
- Synthesis of a Lactam Analog of AM-Toxin I
- Racemization during the synthesis of histidine-containing peptides.
- Studies of Peptide Antibiotics. XVIII. The Synthesis of Tyrocidine E
- Facile synthesis of (2R,3R)-phenylalanine-2,3-d2 and NMR study on deuterated gramicidin S.
- Resolution of amino acids. XII. Preparation of L-2-amino-5-arylpentanoic acids, constituent amino acids in AM-toxins.
- Studies of Peptide Antibiotics. XXIV. Synthesis of 4,4′-D-Alanine-gramicidin S
- Design and synthesis of amphiphilic basic peptides with antibacterial activity and their interaction with model membrane.
- Ribonuclease T1 Peptides. IV. Synthesis of a Protected Heptapeptide Corresponding to Sequence 17–23
- Syntheses of derivatives of N2-acetyl-N3-glycyl-L-2,3-diaminopropionic acid and their hydrolyses by trypsin.
- Synthetic identification of bitter heptapeptide in tryptic hydrolysate of casein.
- Resolution of .ALPHA.-formyl-.EPSILON.-acyl-DL-lysines by acylase.
- Studies of Peptide Antibiotics. XX. Synthesis of Tyrocidine B
- Synthesis of four diastereoisomers of histopine.
- Studies of Peptide Antibiotics. XVI. Analogs of Gramicidin S Containing β-Alanine in Place of L-Proline
- Studies on separation of amino acids and related compounds. VIII. Preparative separation of isomeric L-aspartyl-L-phenylalanine methyl esters and related dipeptide esters by ion-exchange chromatography.
- Studies of peptide antibiotics. XXXVI. Synthesis and biological activity of [5,5'-leucine]-gramicidin S2.
- Studies of peptide antibiotics. XXXVIII. Synthesis of S,S'-bi([1-L-hemicystine]-gramicidin S), a dimerized analog of gramicidin S.
- Different acyl specificity between mold and kidney acylases: Correlation of hydrolytic rate to molecular size and electronegative property of acyl group in acyl-L-phenylalanine hydrolysis.
- Configuration of alanine part in natural octopine.
- Facile synthesis of cyclic dipeptides and detection of racemization.
- Syntheses of cyclic decapeptides with four ornithyl residues related to gramicidin S.
- Studies on Separation of Amino Acids and Related Compounds. VII. Separation of L-Aspartyl-(α,β)-L-histidine and of L-Glutamyl-(α,γ)-L-histidine
- Studies of Peptide Antibiotics. XXXI. Syntheses of iso-Gramicidin S and iso-[2,2′-Lysine]-Gramicidin S
- Studies of peptide antibiotics. XLV. Syntheses of gramicidin S-like analogs with macro-ring structures.
- Studies on Separation of Amino Acids and Related Compounds. V. A Racemization Test in Peptide Synthesis by the Use of an Amino Acid Analyzer
- Studies of peptide antibiotics. XXXVII. Synthesis of [1,1',3,3'-L-alanine]-gramicidin S.
- Studies of Peptide Antibiotics. XXVIII. Syntheses of Sesquigramicidin S and Digramicidin S
- Studies of peptide antibiotics. XXXIX. Syntheses of gramicidin S analogs containing L-histidine in place of L-ornithine.
- Studies of Peptide Antibiotics. XXV. Synthesis of an Immediate Precursor of Gramicidin S
- Studies of Peptide Antibiotics. XIX. Syntheses of 1,1′-Leucine-gramicidin S and 1-Leucine-cyclosemigramicidin S
- Synthesis of N-Terminal Nonapeptide of Trypsinogen and Its Hydrolysis by Trypsin
- Studies of peptide antibiotics. XXXV. Synthesis of gramicidin S by a fragment solid-phase method.
- Studies of Peptide Antibiotics. XXIII. Syntheses of Linear Decapeptide Analogs with Gramicidin S Sequence
- Stereospecific synthesis of D-isothreonine from L-threonine.
- Studies of Peptide Antibiotics. XXX. Syntheses of Gramicidin S Analogs Containing N-Methylleucine in Place of Leucine
- Studies of peptide antibiotics. XXXIII. Syntheses of gramicidin S analogs containing N-methyl-L-valine in place of L-valine.
- Synthesis of .ALPHA. substance-IB in Saccharomyces cerevisiae.
- Synthesis of cyclo-Diglycyl-L-tyrosyl-diglycyl-L-tyrosyl and Hydrolysis by Chymotrypsin
- Cyclic peptides. IV. Synthesis of diastereomeric dihydro-AM-toxin I and its analogs.
- Studies of peptide antibiotics. XXXIV. Syntheses of tyrocidine A and its analogs containing glycine.