Synthesis and properties of peptide dendrimers containing fluorescent and branched amino acids

Mizuki Kitamatsu, Mayumi Kitabatake, Yoshiteru Noutoshi, Takashi Ohtsuki

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

In this report, we describe dendritic peptides possessing central fluorescent amino acids with adjacent branched amino acids. These fluorescent-peptide dendrimers were prepared using (9-fluorenyl)methoxycarbonyl (Fmoc)-based solid-phase peptide synthesis and Fmoc-derivative fluorescent and branched amino acids. The branched amino acids featured multiple carboxylic acids in their side chains, making the fluorescent-peptide dendrimers highly water-soluble compared with the analogous peptides containing the fluorescent amino acids only. The branched amino acid units also improved the fluorescence intensity of the dendrimers. Based on high-pressure liquid chromatography and fluorescence spectroscopy results, we determined that the fluorescent groups were located in the core and that the carboxylic acids were located on the surface of the dendrimers. Fluorescence resonance energy transfer was achieved among the three proximal fluorescent groups in one of the fabricated fluorescent-peptide dendrimers.

Original languageEnglish
Pages (from-to)64-70
Number of pages7
JournalBiopolymers
Volume100
Issue number1
DOIs
Publication statusPublished - 2013

Fingerprint

Dendrimers
Peptides
Amino acids
Amino Acids
Carboxylic Acids
Carboxylic acids
High pressure liquid chromatography
Fluorescence Resonance Energy Transfer
Solid-Phase Synthesis Techniques
Fluorescence Spectrometry
Fluorescence spectroscopy
Fluorescence
High Pressure Liquid Chromatography
Derivatives
Water

ASJC Scopus subject areas

  • Medicine(all)

Cite this

Synthesis and properties of peptide dendrimers containing fluorescent and branched amino acids. / Kitamatsu, Mizuki; Kitabatake, Mayumi; Noutoshi, Yoshiteru; Ohtsuki, Takashi.

In: Biopolymers, Vol. 100, No. 1, 2013, p. 64-70.

Research output: Contribution to journalArticle

Kitamatsu, Mizuki ; Kitabatake, Mayumi ; Noutoshi, Yoshiteru ; Ohtsuki, Takashi. / Synthesis and properties of peptide dendrimers containing fluorescent and branched amino acids. In: Biopolymers. 2013 ; Vol. 100, No. 1. pp. 64-70.
@article{34a3e0389e05419fbaf219aaf5eb8df8,
title = "Synthesis and properties of peptide dendrimers containing fluorescent and branched amino acids",
abstract = "In this report, we describe dendritic peptides possessing central fluorescent amino acids with adjacent branched amino acids. These fluorescent-peptide dendrimers were prepared using (9-fluorenyl)methoxycarbonyl (Fmoc)-based solid-phase peptide synthesis and Fmoc-derivative fluorescent and branched amino acids. The branched amino acids featured multiple carboxylic acids in their side chains, making the fluorescent-peptide dendrimers highly water-soluble compared with the analogous peptides containing the fluorescent amino acids only. The branched amino acid units also improved the fluorescence intensity of the dendrimers. Based on high-pressure liquid chromatography and fluorescence spectroscopy results, we determined that the fluorescent groups were located in the core and that the carboxylic acids were located on the surface of the dendrimers. Fluorescence resonance energy transfer was achieved among the three proximal fluorescent groups in one of the fabricated fluorescent-peptide dendrimers.",
author = "Mizuki Kitamatsu and Mayumi Kitabatake and Yoshiteru Noutoshi and Takashi Ohtsuki",
year = "2013",
doi = "10.1002/bip.22175",
language = "English",
volume = "100",
pages = "64--70",
journal = "Biopolymers",
issn = "0006-3525",
publisher = "John Wiley and Sons Inc.",
number = "1",

}

TY - JOUR

T1 - Synthesis and properties of peptide dendrimers containing fluorescent and branched amino acids

AU - Kitamatsu, Mizuki

AU - Kitabatake, Mayumi

AU - Noutoshi, Yoshiteru

AU - Ohtsuki, Takashi

PY - 2013

Y1 - 2013

N2 - In this report, we describe dendritic peptides possessing central fluorescent amino acids with adjacent branched amino acids. These fluorescent-peptide dendrimers were prepared using (9-fluorenyl)methoxycarbonyl (Fmoc)-based solid-phase peptide synthesis and Fmoc-derivative fluorescent and branched amino acids. The branched amino acids featured multiple carboxylic acids in their side chains, making the fluorescent-peptide dendrimers highly water-soluble compared with the analogous peptides containing the fluorescent amino acids only. The branched amino acid units also improved the fluorescence intensity of the dendrimers. Based on high-pressure liquid chromatography and fluorescence spectroscopy results, we determined that the fluorescent groups were located in the core and that the carboxylic acids were located on the surface of the dendrimers. Fluorescence resonance energy transfer was achieved among the three proximal fluorescent groups in one of the fabricated fluorescent-peptide dendrimers.

AB - In this report, we describe dendritic peptides possessing central fluorescent amino acids with adjacent branched amino acids. These fluorescent-peptide dendrimers were prepared using (9-fluorenyl)methoxycarbonyl (Fmoc)-based solid-phase peptide synthesis and Fmoc-derivative fluorescent and branched amino acids. The branched amino acids featured multiple carboxylic acids in their side chains, making the fluorescent-peptide dendrimers highly water-soluble compared with the analogous peptides containing the fluorescent amino acids only. The branched amino acid units also improved the fluorescence intensity of the dendrimers. Based on high-pressure liquid chromatography and fluorescence spectroscopy results, we determined that the fluorescent groups were located in the core and that the carboxylic acids were located on the surface of the dendrimers. Fluorescence resonance energy transfer was achieved among the three proximal fluorescent groups in one of the fabricated fluorescent-peptide dendrimers.

UR - http://www.scopus.com/inward/record.url?scp=84979862574&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84979862574&partnerID=8YFLogxK

U2 - 10.1002/bip.22175

DO - 10.1002/bip.22175

M3 - Article

VL - 100

SP - 64

EP - 70

JO - Biopolymers

JF - Biopolymers

SN - 0006-3525

IS - 1

ER -