ISSN 0253-2778

CN 34-1054/N

Open AccessOpen Access JUSTC Original Paper

Using RGD-containing peptide to enhance cell uptake for the detection of furin activity in cells

Cite this:
https://doi.org/10.3969/j.issn.0253-2778.2017.05.011
  • Received Date: 06 February 2017
  • Rev Recd Date: 17 April 2017
  • Publish Date: 31 May 2017
  • A new self-assembled nano fluorescence probe was designed and synthesized.The new biocompatible CBT-Cys click reaction was used to cyclize RGD peptide in synthesis method. Using RGD peptide sequence, this probe can targetαvβ3 integrin of cancer cells and react with furin enzyme in cells, resulting in fluorescence“Off-On”.Thus it achieves the ability to target tumor cells for fluorescence imaging.
    A new self-assembled nano fluorescence probe was designed and synthesized.The new biocompatible CBT-Cys click reaction was used to cyclize RGD peptide in synthesis method. Using RGD peptide sequence, this probe can targetαvβ3 integrin of cancer cells and react with furin enzyme in cells, resulting in fluorescence“Off-On”.Thus it achieves the ability to target tumor cells for fluorescence imaging.
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  • [1]
    THOMAS G. Furin at the cutting edge: From protein traffic to embryogenesis and disease[J]. Nature Reviews Molecular Cell Biology, 2002, 3:753-766.
    [2]
    MBIKAY M, SIROIS F, YAO J, et al. Comparative analysis of expression of the proprotein convertases furin, PACE4, PC1 and PC2 in human lung tumours[J]. British Journal of Cancer, 1997, 75(10):1509-1514.
    [3]
    HOSAKA M, NAGAHAMA M, KIM W S, et al. Arg-X-Lys/Arg-Arg motif as a signal for precursor cleavage catalyzed by furin within the constitutive secretory pathway[J]. Journal of Biological Chemistry, 1991, 266(19):12127-12130.
    [4]
    ZHANG Y, LIU J M, YAN X P. Self-assembly of folate onto polyethyleneimine-coated CdS/ZnS quantum dots for targeted turn-on fluorescence imaging of folate receptor over expressed cancer cells[J]. Analytical Chemistry ,2012, 85(1):228-234.
    [5]
    PAN W, YANG H, ZHANG T, et al. Dual-targeted nanocarrier based on cell surface receptor and intracellular mRNA: An effective strategy for cancer cell imaging and therapy[J]. Analytical Chemistry, 2013, 85(14):6930-6935.
    [6]
    HETTIARACHCHI S U, PRASAI B, MCCARLEY R L. Detection and cellular imaging of human cancer enzyme using a turn-on, wavelength-shiftable, self-immolativeprofluorophore[J]. Journal of the American Chemical Society, 2014, 136(21):7575-7578.
    [7]
    ZHAO J, YANG D, ZHAO Y, et al. Anion-coordination-induced turn-on fluorescence of an oligourea-functionalized tetraphenylethene in a wide concentration range[J]. Angewandte Chemie International Edition in English, 2014, 53(26):6632-6636.
    [8]
    ZHANG J, YUAN Y, YU Z L, et al. Selective detection of ferric ions by blue-green photoluminescent nitrogen-doped phenol formaldehyde resin polymer[J]. Small, 2014, 10(18):3662-3666.
    [9]
    XIONG L, SHUHENDLER A J, RAO J. Self-luminescing BRET-FRET near infrared dots for in vivo lymph node mapping and tumor imaging[J]. Nature Communications, 2011, 3(6):1193.
    [10]
    YUAN L, LIN W, YANG Y, et al. A unique class of near-infrared functional fluorescent dyes with carboxylic-acid-modulated fluorescence ON/OFF switching: Rational design, synthesis, optical properties, theoretical calculations, and applications for fluorescence imaging in living animals[J]. Journal of the American Chemical Society, 2012, 134(2):1200-1211.
    [11]
    CAI Y, SHI Y, WANG H, et al. Environment-sensitive fluorescent supramolecular nanofibers for imaging applications[J]. Analytical Chemistry, 2014, 86(4):2193.
    [12]
    LIU D, WANG S, SWIERCZEWSKA M, et al. Highly robust, recyclable displacement assay for mercuric ions in aqueous solutions and living cells[J]. ACS Nano, 2012, 6(12):10999.
    [13]
    XIANG H, QIAN W, YANG L, et al. Optical imaging of articular cartilage degeneration using near-infrared dipicolylamine probes[J]. Biomaterials, 2014, 35(26):7511-7521.
    [14]
    YUAN W Z, LU P, CHEN S, et al. Changing the behavior of chromophores from aggregation-caused quenching to aggregation-induced emission: development of highly efficient light emitters in the solid state[J]. Advanced Materials, 2010, 22(19):2159.
    [15]
    REN C, ZHANG J, CHEN M, et al. Self-assembling small molecules for the detection of important analytes[J]. Chemical Society Reviews, 2014, 43(21):7257-7266.
    [16]
    HUANG R, WANG X, WANG D, et al. Multifunctional fluorescent probe for sequential detections of glutathione and caspase-3 in vitro and in cells[J]. Analytical Chemistry, 2013, 85(13):6203.
    [17]
    YUAN Y, ZHANG J, CAO Q, et al. Intracellular disassembly of self-quenched nanoparticles turns nir fluorescence on for sensing furin activity in cells and in tumors[J]. Analytical Chemistry, 2015, 87(12):6180-6185.
    [18]
    LIANG G L, REN H J, RAO J H. A biocompatible condensation reaction for controlled assembly of nanostructures in living cells[J]. Nature Chemistry, 2010, 2 (3): 54-60.
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Catalog

    [1]
    THOMAS G. Furin at the cutting edge: From protein traffic to embryogenesis and disease[J]. Nature Reviews Molecular Cell Biology, 2002, 3:753-766.
    [2]
    MBIKAY M, SIROIS F, YAO J, et al. Comparative analysis of expression of the proprotein convertases furin, PACE4, PC1 and PC2 in human lung tumours[J]. British Journal of Cancer, 1997, 75(10):1509-1514.
    [3]
    HOSAKA M, NAGAHAMA M, KIM W S, et al. Arg-X-Lys/Arg-Arg motif as a signal for precursor cleavage catalyzed by furin within the constitutive secretory pathway[J]. Journal of Biological Chemistry, 1991, 266(19):12127-12130.
    [4]
    ZHANG Y, LIU J M, YAN X P. Self-assembly of folate onto polyethyleneimine-coated CdS/ZnS quantum dots for targeted turn-on fluorescence imaging of folate receptor over expressed cancer cells[J]. Analytical Chemistry ,2012, 85(1):228-234.
    [5]
    PAN W, YANG H, ZHANG T, et al. Dual-targeted nanocarrier based on cell surface receptor and intracellular mRNA: An effective strategy for cancer cell imaging and therapy[J]. Analytical Chemistry, 2013, 85(14):6930-6935.
    [6]
    HETTIARACHCHI S U, PRASAI B, MCCARLEY R L. Detection and cellular imaging of human cancer enzyme using a turn-on, wavelength-shiftable, self-immolativeprofluorophore[J]. Journal of the American Chemical Society, 2014, 136(21):7575-7578.
    [7]
    ZHAO J, YANG D, ZHAO Y, et al. Anion-coordination-induced turn-on fluorescence of an oligourea-functionalized tetraphenylethene in a wide concentration range[J]. Angewandte Chemie International Edition in English, 2014, 53(26):6632-6636.
    [8]
    ZHANG J, YUAN Y, YU Z L, et al. Selective detection of ferric ions by blue-green photoluminescent nitrogen-doped phenol formaldehyde resin polymer[J]. Small, 2014, 10(18):3662-3666.
    [9]
    XIONG L, SHUHENDLER A J, RAO J. Self-luminescing BRET-FRET near infrared dots for in vivo lymph node mapping and tumor imaging[J]. Nature Communications, 2011, 3(6):1193.
    [10]
    YUAN L, LIN W, YANG Y, et al. A unique class of near-infrared functional fluorescent dyes with carboxylic-acid-modulated fluorescence ON/OFF switching: Rational design, synthesis, optical properties, theoretical calculations, and applications for fluorescence imaging in living animals[J]. Journal of the American Chemical Society, 2012, 134(2):1200-1211.
    [11]
    CAI Y, SHI Y, WANG H, et al. Environment-sensitive fluorescent supramolecular nanofibers for imaging applications[J]. Analytical Chemistry, 2014, 86(4):2193.
    [12]
    LIU D, WANG S, SWIERCZEWSKA M, et al. Highly robust, recyclable displacement assay for mercuric ions in aqueous solutions and living cells[J]. ACS Nano, 2012, 6(12):10999.
    [13]
    XIANG H, QIAN W, YANG L, et al. Optical imaging of articular cartilage degeneration using near-infrared dipicolylamine probes[J]. Biomaterials, 2014, 35(26):7511-7521.
    [14]
    YUAN W Z, LU P, CHEN S, et al. Changing the behavior of chromophores from aggregation-caused quenching to aggregation-induced emission: development of highly efficient light emitters in the solid state[J]. Advanced Materials, 2010, 22(19):2159.
    [15]
    REN C, ZHANG J, CHEN M, et al. Self-assembling small molecules for the detection of important analytes[J]. Chemical Society Reviews, 2014, 43(21):7257-7266.
    [16]
    HUANG R, WANG X, WANG D, et al. Multifunctional fluorescent probe for sequential detections of glutathione and caspase-3 in vitro and in cells[J]. Analytical Chemistry, 2013, 85(13):6203.
    [17]
    YUAN Y, ZHANG J, CAO Q, et al. Intracellular disassembly of self-quenched nanoparticles turns nir fluorescence on for sensing furin activity in cells and in tumors[J]. Analytical Chemistry, 2015, 87(12):6180-6185.
    [18]
    LIANG G L, REN H J, RAO J H. A biocompatible condensation reaction for controlled assembly of nanostructures in living cells[J]. Nature Chemistry, 2010, 2 (3): 54-60.

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