skip to main content
DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

This content will become publicly available on November 29, 2020

Title: Tuning the near infrared II emitting wavelength of small molecule dyes by single atom alteration

Abstract

Replacing donors’ S with O and Se will red shift NIR-II dyes’ fluorescence emission and offer good clarity/brightness for imaging.

Authors:
 [1];  [2];  [3];  [2];  [4];  [4];  [5]; ORCiD logo [3]; ORCiD logo [2]
  1. School of Chemistry and Chemical Engineering, Southeast University, Nanjing, China, Molecular Imaging Program at Stanford (MIPS)
  2. Molecular Imaging Program at Stanford (MIPS), Bio-X Program, and Department of Radiology, Canary Center at Stanford for Cancer Early Detection, Stanford University, California
  3. School of Chemistry and Chemical Engineering, Southeast University, Nanjing, China
  4. Department of Chemistry and Biochemistry, University of Namibia, Windhoek, Namibia
  5. Jiangsu Meizhong Medical Technology Co., Ltd, Nantong, China
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1577913
Grant/Contract Number:  
SC0008397
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
ChemComm
Additional Journal Information:
Journal Name: ChemComm Journal Volume: 56 Journal Issue: 4; Journal ID: ISSN 1359-7345
Publisher:
Royal Society of Chemistry (RSC)
Country of Publication:
United Kingdom
Language:
English

Citation Formats

Qian, Kun, Qu, Chunrong, Ma, Xiangyu, Chen, Hao, Kandawa-Schulz, Martha, Song, Wei, Miao, Weimin, Wang, Yihong, and Cheng, Zhen. Tuning the near infrared II emitting wavelength of small molecule dyes by single atom alteration. United Kingdom: N. p., 2020. Web. doi:10.1039/C9CC08434G.
Qian, Kun, Qu, Chunrong, Ma, Xiangyu, Chen, Hao, Kandawa-Schulz, Martha, Song, Wei, Miao, Weimin, Wang, Yihong, & Cheng, Zhen. Tuning the near infrared II emitting wavelength of small molecule dyes by single atom alteration. United Kingdom. doi:10.1039/C9CC08434G.
Qian, Kun, Qu, Chunrong, Ma, Xiangyu, Chen, Hao, Kandawa-Schulz, Martha, Song, Wei, Miao, Weimin, Wang, Yihong, and Cheng, Zhen. Tue . "Tuning the near infrared II emitting wavelength of small molecule dyes by single atom alteration". United Kingdom. doi:10.1039/C9CC08434G.
@article{osti_1577913,
title = {Tuning the near infrared II emitting wavelength of small molecule dyes by single atom alteration},
author = {Qian, Kun and Qu, Chunrong and Ma, Xiangyu and Chen, Hao and Kandawa-Schulz, Martha and Song, Wei and Miao, Weimin and Wang, Yihong and Cheng, Zhen},
abstractNote = {Replacing donors’ S with O and Se will red shift NIR-II dyes’ fluorescence emission and offer good clarity/brightness for imaging.},
doi = {10.1039/C9CC08434G},
journal = {ChemComm},
number = 4,
volume = 56,
place = {United Kingdom},
year = {2020},
month = {1}
}

Journal Article:
Free Publicly Available Full Text
This content will become publicly available on November 29, 2020
Publisher's Version of Record

Save / Share:

Works referenced in this record:

Albumin Carriers for Cancer Theranostics: A Conventional Platform with New Promise
journal, April 2016


Multifunctional Biomedical Imaging in Physiological and Pathological Conditions Using a NIR-II Probe
journal, April 2017

  • Shou, Kangquan; Qu, Chunrong; Sun, Yao
  • Advanced Functional Materials, Vol. 27, Issue 23
  • DOI: 10.1002/adfm.201700995

Telluropyrylium dyes. 1. 2,6-Diphenyltelluropyrylium dyes
journal, December 1982

  • Detty, Michael R.; Murray, Bruce J.
  • The Journal of Organic Chemistry, Vol. 47, Issue 27
  • DOI: 10.1021/jo00148a001

Side-Chain Engineering for Fine-Tuning of Energy Levels and Nanoscale Morphology in Polymer Solar Cells
journal, March 2014


Comparison of thiophene- and selenophene-bridged donor–acceptor low band-gap copolymers used in bulk-heterojunction organic photovoltaics
journal, January 2012

  • Chen, Hung-Yang; Yeh, Shih-Chieh; Chen, Chin-Ti
  • Journal of Materials Chemistry, Vol. 22, Issue 40
  • DOI: 10.1039/c2jm33735e

A high quantum yield molecule-protein complex fluorophore for near-infrared II imaging
journal, May 2017

  • Antaris, Alexander L.; Chen, Hao; Diao, Shuo
  • Nature Communications, Vol. 8, Issue 1
  • DOI: 10.1038/ncomms15269

Multiwfn: A multifunctional wavefunction analyzer
journal, December 2011

  • Lu, Tian; Chen, Feiwu
  • Journal of Computational Chemistry, Vol. 33, Issue 5
  • DOI: 10.1002/jcc.22885

Toward Quantitative Prediction of Molecular Fluorescence Quantum Efficiency:  Role of Duschinsky Rotation
journal, August 2007

  • Peng, Qian; Yi, Yuanping; Shuai, Zhigang
  • Journal of the American Chemical Society, Vol. 129, Issue 30
  • DOI: 10.1021/ja067946e

Cy3B™: Improving the Performance of Cyanine Dyes
journal, March 2004


Photochemical heavy-atom effects
journal, September 1978

  • Koziar, Joseph C.; Cowan, Dwaine O.
  • Accounts of Chemical Research, Vol. 11, Issue 9
  • DOI: 10.1021/ar50129a003

Low bandgap semiconducting polymers for polymeric photovoltaics
journal, January 2016

  • Liu, Chang; Wang, Kai; Gong, Xiong
  • Chemical Society Reviews, Vol. 45, Issue 17
  • DOI: 10.1039/C5CS00650C

Flavylium Polymethine Fluorophores for Near- and Shortwave Infrared Imaging
journal, September 2017

  • Cosco, Emily D.; Caram, Justin R.; Bruns, Oliver T.
  • Angewandte Chemie International Edition, Vol. 56, Issue 42
  • DOI: 10.1002/anie.201706974

Crystal Structure Analysis of Warfarin Binding to Human Serum Albumin: ANATOMY OF DRUG SITE I
journal, April 2001

  • Petitpas, Isabelle; Bhattacharya, Ananyo A.; Twine, Sue
  • Journal of Biological Chemistry, Vol. 276, Issue 25
  • DOI: 10.1074/jbc.M100575200

Optical imaging probes in oncology
journal, April 2016


Crucial breakthrough of second near-infrared biological window fluorophores: design and synthesis toward multimodal imaging and theranostics
journal, January 2018

  • He, Shuqing; Song, Jun; Qu, Junle
  • Chemical Society Reviews, Vol. 47, Issue 12
  • DOI: 10.1039/C8CS00234G

Polypeptide-Conjugated Second Near-Infrared Organic Fluorophore for Image-Guided Photothermal Therapy
journal, February 2019


Repurposing Cyanine NIR-I Dyes Accelerates Clinical Translation of Near-Infrared-II (NIR-II) Bioimaging
journal, July 2018


Quaternary Ammonium Salt Based NIR‐II Probes for In Vivo Imaging
journal, May 2019

  • Qu, Chunrong; Xiao, Yuling; Zhou, Hui
  • Advanced Optical Materials, Vol. 7, Issue 15
  • DOI: 10.1002/adom.201900229

In vivo near-infrared fluorescence imaging
journal, October 2003


A small-molecule dye for NIR-II imaging
journal, November 2015

  • Antaris, Alexander L.; Chen, Hao; Cheng, Kai
  • Nature Materials, Vol. 15, Issue 2
  • DOI: 10.1038/nmat4476

NIR-I-to-NIR-II fluorescent nanomaterials for biomedical imaging and cancer therapy
journal, January 2018

  • Zhao, Jingya; Zhong, Dian; Zhou, Shaobing
  • Journal of Materials Chemistry B, Vol. 6, Issue 3
  • DOI: 10.1039/C7TB02573D

Design, synthesis and biological evaluation of mitochondria targeting theranostic agents
journal, January 2014

  • Wu, Song; Cao, Qizhen; Wang, Xiaolin
  • Chem. Commun., Vol. 50, Issue 64
  • DOI: 10.1039/C4CC03296A

Mitochondria-targeted delocalized lipophilic cation complexed with human serum albumin for tumor cell imaging and treatment
journal, January 2020


Rational Design of Molecular Fluorophores for Biological Imaging in the NIR-II Window
journal, January 2017


Simple bioconjugate chemistry serves great clinical advances: albumin as a versatile platform for diagnosis and precision therapy
journal, January 2016

  • Liu, Zhibo; Chen, Xiaoyuan
  • Chemical Society Reviews, Vol. 45, Issue 5
  • DOI: 10.1039/C5CS00158G

A structural remedy toward bright dipolar fluorophores in aqueous media
journal, January 2015

  • Singha, Subhankar; Kim, Dokyoung; Roy, Basab
  • Chemical Science, Vol. 6, Issue 7
  • DOI: 10.1039/C5SC01076D

Light-absorbing properties, stability, and spectral stabilization of indocyanine green
journal, April 1976


Hidden in Plain Sight: The Ecology and Physiology of Organismal Transparency
journal, December 2001

  • Johnsen, Sönke
  • The Biological Bulletin, Vol. 201, Issue 3
  • DOI: 10.2307/1543609

Novel benzo-bis(1,2,5-thiadiazole) fluorophores for in vivo NIR-II imaging of cancer
journal, January 2016

  • Sun, Yao; Qu, Chunrong; Chen, Hao
  • Chemical Science, Vol. 7, Issue 9
  • DOI: 10.1039/C6SC01561A

Multifunctional in vivo vascular imaging using near-infrared II fluorescence
journal, November 2012

  • Hong, Guosong; Lee, Jerry C.; Robinson, Joshua T.
  • Nature Medicine, Vol. 18, Issue 12
  • DOI: 10.1038/nm.2995

Highly Efficient NIR-II Photothermal Conversion Based on an Organic Conjugated Polymer
journal, December 2016