Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, near-infrared-emitting bacteriochlorins

Zhang, Nuonuo; Jiang, Jianbing; Liu, Mengran; Taniguchi, Masahiko; Mandal, Amit Kumar; Evans-Storms, Rosemary B.; Pitner, J. Bruce; Bocian, David F.; Holten, Dewey; Lindsey, Jonathan S.

doi:10.1039/C6NJ01155A

Title: Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, near-infrared-emitting bacteriochlorins

Abstract

PEGylated bacteriochlorins are soluble in water, can be excited in the ultraviolet, and exhibit a narrow fluorescence band in the NIR spectral region.

Authors:

Zhang, Nuonuo ^[1]; Jiang, Jianbing ^[1]; Liu, Mengran ^[1]; Taniguchi, Masahiko ^[1]; Mandal, Amit Kumar ^[2]; Evans-Storms, Rosemary B. ^[3]; Pitner, J. Bruce ^[3]; Bocian, David F. ^[4]; Holten, Dewey ^[2]; Lindsey, Jonathan S. ^[1]

North Carolina State Univ., Raleigh, NC (United States). Dept. of Chemistry
Washington Univ., St. Louis, MO (United States). Dept. of Chemistry
NIRvana Sciences, Research Triangle Park, NC (United States)
Univ. of California, Riverside, CA (United States)

Publication Date:: Fri Jul 22 00:00:00 EDT 2016

Research Org.:: Energy Frontier Research Centers (EFRC) (United States). Photosynthetic Antenna Research Center (PARC)

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES); National Science Foundation (NSF)

OSTI Identifier:: 1388779

Grant/Contract Number:: SC0001035

Resource Type:: Accepted Manuscript

Journal Name:: New Journal of Chemistry

Additional Journal Information:: Journal Volume: 40; Journal Issue: 9; Related Information: PARC partners with Washington University in St. Louis (lead); University of California, Riverside; University of Glasgow, UK; Los Alamos National Laboratory; University of New Mexico; New Mexico Corsortium; North Carolina State University; Northwestern University; Oak Ridge National Laboratory; University of Pennsylvania; Sandia National Laboratories; University of Sheffield, UK; Journal ID: ISSN 1144-0546

Publisher:: Royal Society of Chemistry

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats


                    Zhang, Nuonuo, Jiang, Jianbing, Liu, Mengran, Taniguchi, Masahiko, Mandal, Amit Kumar, Evans-Storms, Rosemary B., Pitner, J. Bruce, Bocian, David F., Holten, Dewey, and Lindsey, Jonathan S. Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, near-infrared-emitting bacteriochlorins.  United States: N. p., 2016. 
Web.  doi:10.1039/C6NJ01155A.

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                    Zhang, Nuonuo, Jiang, Jianbing, Liu, Mengran, Taniguchi, Masahiko, Mandal, Amit Kumar, Evans-Storms, Rosemary B., Pitner, J. Bruce, Bocian, David F., Holten, Dewey, & Lindsey, Jonathan S. Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, near-infrared-emitting bacteriochlorins.  United States.  https://doi.org/10.1039/C6NJ01155A

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                    Zhang, Nuonuo, Jiang, Jianbing, Liu, Mengran, Taniguchi, Masahiko, Mandal, Amit Kumar, Evans-Storms, Rosemary B., Pitner, J. Bruce, Bocian, David F., Holten, Dewey, and Lindsey, Jonathan S. Fri .  
"Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, near-infrared-emitting bacteriochlorins".  United States.  https://doi.org/10.1039/C6NJ01155A.  https://www.osti.gov/servlets/purl/1388779.

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@article{osti_1388779,

  title        = {Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, near-infrared-emitting bacteriochlorins},

  author       = {Zhang, Nuonuo and Jiang, Jianbing and Liu, Mengran and Taniguchi, Masahiko and Mandal, Amit Kumar and Evans-Storms, Rosemary B. and Pitner, J. Bruce and Bocian, David F. and Holten, Dewey and Lindsey, Jonathan S.},

  abstractNote = {PEGylated bacteriochlorins are soluble in water, can be excited in the ultraviolet, and exhibit a narrow fluorescence band in the NIR spectral region.},

  doi          = {10.1039/C6NJ01155A},

  journal      = {New Journal of Chemistry},

  number       = 9,

  volume       = 40,

  place        = {United States},

  year         = {Fri Jul 22 00:00:00 EDT 2016},

  month        = {Fri Jul 22 00:00:00 EDT 2016}

}

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https://doi.org/10.1039/C6NJ01155A

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Works referencing / citing this record:

Bacteriochlorin‐bis(spermine) conjugate affords an effective photodynamic action to eradicate microorganisms
journal, November 2019

Ballatore, María B.; Milanesio, María E.; Fujita, Hikaru
Journal of Biophotonics, Vol. 13, Issue 2
DOI: 10.1002/jbio.201960061

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Title: Bioconjugatable, PEGylated hydroporphyrins for photochemistry and photomedicine. Narrow-band, near-infrared-emitting bacteriochlorins

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journal, August 2014

Investigation of MALDI-TOF Mass Spectrometry of Diverse Synthetic Metalloporphyrins, Phthalocyanines and Multiporphyrin Arrays
journal, April 1999

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journal, January 2014

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journal, October 1999

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journal, October 2013

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journal, March 2014

Total Synthesis of the Proposed Structure of (+)-Tolyporphin AO,O-Diacetate
journal, April 1999

Bacteriochlorophyll a and Its Derivatives: Chemistry and Perspectives for Cancer Therapy
journal, August 2008

Photophysical Properties and Electronic Structure of Stable, Tunable Synthetic Bacteriochlorins: Extending the Features of Native Photosynthetic Pigments
journal, September 2011

Quantifying spillover spreading for comparing instrument performance and aiding in multicolor panel design
journal, February 2013

Synthetic bacteriochlorins bearing polar motifs (carboxylate, phosphonate, ammonium and a short PEG). Water-solubilization, bioconjugation, and photophysical properties
journal, January 2015

Near-infrared molecular imaging probes based on chlorin-bacteriochlorin dyads
conference, February 2010

A deep profiler's guide to cytometry
journal, July 2012

Recent Advances in the Synthesis of Hydroporphyrins
journal, October 2007

Stable Synthetic Bacteriochlorins for Photodynamic Therapy: Role of Dicyano Peripheral Groups, Central Metal Substitution (2H, Zn, Pd), and Cremophor EL Delivery
journal, October 2012

Galactosyl Human Serum Albumin-NMP1 Conjugate: A Near Infrared (NIR)-Activatable Fluorescence Imaging Agent to Detect Peritoneal Ovarian Cancer Metastases
journal, July 2012

De Novo Synthesis of Stable Tetrahydroporphyrinic Macrocycles: Bacteriochlorins and a Tetradehydrocorrin
journal, July 2005

Regioselective 15-Bromination and Functionalization of a Stable Synthetic Bacteriochlorin
journal, July 2007

Quantum Dots for Live Cells, in Vivo Imaging, and Diagnostics
journal, January 2005

Chlorin-Bacteriochlorin Energy-transfer Dyads as Prototypes for Near-infrared Molecular Imaging Probes: Controlling Charge-transfer and Fluorescence Properties in Polar Media
journal, July 2009

Tailoring a Bacteriochlorin Building Block with Cationic, Amphipathic, or Lipophilic Substituents
journal, August 2008

Multifunctional Bacteriochlorins from Selective Palladium-Coupling Reactions
journal, July 2012

Molecular Electronic Tuning of Photosensitizers to Enhance Photodynamic Therapy: Synthetic Dicyanobacteriochlorins as a Case Study
journal, January 2013

Near-ultraviolet laser diodes for brilliant ultraviolet fluorophore excitation: NUVLD Lasers for BUV Dye Excitation
journal, April 2015

Synthesis of Bacteriochlorins and Their Potential Utility in Photodynamic Therapy (PDT)
journal, August 2004

Activatable Organic Near-Infrared Fluorescent Probes Based on a Bacteriochlorin Platform: Synthesis and Multicolor in Vivo Imaging with a Single Excitation
journal, January 2014

Cytometry: Today’s technology and tomorrow’s horizons
journal, July 2012

Bioconjugatable Porphyrins Bearing a Compact Swallowtail Motif for Water Solubility
journal, May 2006

Expanded Scope of Synthetic Bacteriochlorins via Improved Acid Catalysis Conditions and Diverse Dihydrodipyrrin-Acetals
journal, February 2010

Amphiphilic, hydrophilic, or hydrophobic synthetic bacteriochlorins in biohybrid light-harvesting architectures: consideration of molecular designs
journal, July 2014

Brilliant violet fluorophores: A new class of ultrabright fluorescent compounds for immunofluorescence experiments
journal, April 2012

Synthesis and Physicochemical Properties of Metallobacteriochlorins
journal, August 2012

Bacteriochlorin‐bis(spermine) conjugate affords an effective photodynamic action to eradicate microorganisms
journal, November 2019