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Chinese Journal of Organic Chemistry >

2024 , Vol. 44 >Issue 1: 216 - 223

DOI: https://doi.org/10.6023/cjoc202304028

ARTICLES

Green Biosynthesis, Photophysical Properties and Application of 3-Pyrrolyl BODIPY

  • Cuiyun Ma ,
  • Hailan Luo ,
  • Fuhua Zhang ,
  • Dan Guo ,
  • Shuxing Chen ,
  • Fei Wang
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  • a Henan Engineering Research Center of Nutrition & Health, Luohe Medical College, Luohe, Henan 462002
    b Food Laboratory of Zhongyuan, Luohe, Henan 462333
†The authors contributed equally to this work.
*E-mail: ;
E-mail:

Received date: 2023-04-20

  Revised date: 2023-07-11

  Online published: 2023-09-15

Supported by

2020 Central Government and Guiding Local Science and Technology Development, the Science; Technology Project of Henan Province(232102310335); Project of Luohe Medical College(2015-S-LMC013); Project of Luohe Medical College(2020-LYZKYZD007); Project of Luohe Medical College(2021LYZKJXM017); Project of Luohe Medical College(2022KJZD11); Project of Luohe Medical College(2019-LYZTD003)

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Abstract

The green synthesis and application of fluorescent dyes 3-pyrrolyl BODIPYs (dipyrromethene boron difluorides) are important issues worthy of further research. Up till now, toxic pyrrole organic compounds cannot be avoided as substrates in all synthetic methods. In this study, the target compound was synthesized by using prodigiosin—the secondary metabolites of Serratia marcescens y2, a natural pigment of microbial origin. A new 3-pyrrolyl BODIPY was synthesized from the natural pyrrole dimethyl subunit structure of prodigiosin. After the experiment of photophysical properties showed that it has the performance of fluorescence imaging, SW480 cells was used for fluorescent staining test. The fluorescence imaging results of Confocal laser microscopy indicated 3-pyrrolyl BODIPY can fluoresce in the three channels. The Z-stack results revealed that the cell penetration of 3-pyrrolyl BODIPY could reach 226 μm in blue and red channels. The results of SW480 live cyto- toxicity test also illustrated that 3-pyrrolyl BODIPY has good biocompatibility and is worth developing as a fluorescent dye.

Key words： Serratia Marcescens y2; prodigiosin; green biosynthesis; 3-pyrrolyl BODIPY; fluorescence imaging

Cite this article

Cuiyun Ma , Hailan Luo , Fuhua Zhang , Dan Guo , Shuxing Chen , Fei Wang . Green Biosynthesis, Photophysical Properties and Application of 3-Pyrrolyl BODIPY[J]. Chinese Journal of Organic Chemistry, 2024 , 44(1) : 216 -223 . DOI: 10.6023/cjoc202304028

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