{"title":"Synthesis and Characterization of a Water-Soluble Pentamethine Indocyanine Dye for Peptide Labeling","authors":"Cátia D. F. Martins, M. Raposo, S. Costa","doi":"10.3390/ecsoc-25-11768","DOIUrl":null,"url":null,"abstract":": A water-soluble pentamethine cyanine dye was synthesized for further conjugation with peptides. The dye preparation was accomplished by solution-phase chemistry and the synthesized compounds were characterized by the usual techniques (nuclear magnetic resonance, UV-vis absorption and fluorescence spectroscopies and mass spectrometry). The photophysical properties of cyanine 4 were studied in aqueous media, namely in phosphate-buffered saline (PBS) at pH 7.4. Sulfo-Cy5 carboxylic acid 4 exhibited a narrow absorption band and a high molar extinction coefficient (log ε = 5.11) at 646 nm. The wavelength of maximum fluorescence was found in the near-infrared (NIR) region at 661 nm. Therefore, due to its excellent spectral proprieties, good water solubility and emission in the NIR region, dye 4 can be employed in the synthesis of fluorescence resonance energy transfer (FRET) probes for studying enzymatic hydrolysis in vitro.","PeriodicalId":11441,"journal":{"name":"ECSOC-25","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2022-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"2","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ECSOC-25","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.3390/ecsoc-25-11768","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 2
Abstract
: A water-soluble pentamethine cyanine dye was synthesized for further conjugation with peptides. The dye preparation was accomplished by solution-phase chemistry and the synthesized compounds were characterized by the usual techniques (nuclear magnetic resonance, UV-vis absorption and fluorescence spectroscopies and mass spectrometry). The photophysical properties of cyanine 4 were studied in aqueous media, namely in phosphate-buffered saline (PBS) at pH 7.4. Sulfo-Cy5 carboxylic acid 4 exhibited a narrow absorption band and a high molar extinction coefficient (log ε = 5.11) at 646 nm. The wavelength of maximum fluorescence was found in the near-infrared (NIR) region at 661 nm. Therefore, due to its excellent spectral proprieties, good water solubility and emission in the NIR region, dye 4 can be employed in the synthesis of fluorescence resonance energy transfer (FRET) probes for studying enzymatic hydrolysis in vitro.
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