Solid-phase synthesis and fluorine-18 radiolabeling of cycloRGDyK

Davis, Ryan A.; Lau, Kevin; Hausner, Sven H.; Sutcliffe, Julie L.

doi:10.1039/c6ob01636g

Title: Solid-phase synthesis and fluorine-18 radiolabeling of cycloRGDyK

Abstract

A rapid, efficient single continuous process for peptide synthesis, cyclization, and radiolabeling on solid-support with a single purification step afforded a high purity radiotracer.

Authors:

Davis, Ryan A. ^[1]; Lau, Kevin ^[1]; Hausner, Sven H. ^[1]; Sutcliffe, Julie L. ^[1]

Univ. of California, Davis, CA (United States)

Publication Date:: Thu Aug 25 00:00:00 EDT 2016

Research Org.:: Univ. of California, Davis, CA (United States)

Sponsoring Org.:: USDOE Office of Science (SC)

OSTI Identifier:: 1467661

Grant/Contract Number:: SC0008385

Resource Type:: Accepted Manuscript

Journal Name:: Organic and Biomolecular Chemistry

Additional Journal Information:: Journal Volume: 14; Journal Issue: 37; Journal ID: ISSN 1477-0520

Publisher:: Royal Society of Chemistry

Country of Publication:: United States

Language:: English

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

Citation Formats


                    Davis, Ryan A., Lau, Kevin, Hausner, Sven H., and Sutcliffe, Julie L. Solid-phase synthesis and fluorine-18 radiolabeling of cycloRGDyK.  United States: N. p., 2016. 
Web.  doi:10.1039/c6ob01636g.

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                    Davis, Ryan A., Lau, Kevin, Hausner, Sven H., & Sutcliffe, Julie L. Solid-phase synthesis and fluorine-18 radiolabeling of cycloRGDyK.  United States.  https://doi.org/10.1039/c6ob01636g

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                    Davis, Ryan A., Lau, Kevin, Hausner, Sven H., and Sutcliffe, Julie L. Thu .  
"Solid-phase synthesis and fluorine-18 radiolabeling of cycloRGDyK".  United States.  https://doi.org/10.1039/c6ob01636g.  https://www.osti.gov/servlets/purl/1467661.

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@article{osti_1467661,

  title        = {Solid-phase synthesis and fluorine-18 radiolabeling of cycloRGDyK},

  author       = {Davis, Ryan A. and Lau, Kevin and Hausner, Sven H. and Sutcliffe, Julie L.},

  abstractNote = {A rapid, efficient single continuous process for peptide synthesis, cyclization, and radiolabeling on solid-support with a single purification step afforded a high purity radiotracer.},

  doi          = {10.1039/c6ob01636g},

  journal      = {Organic and Biomolecular Chemistry},

  number       = 37,

  volume       = 14,

  place        = {United States},

  year         = {Thu Aug 25 00:00:00 EDT 2016},

  month        = {Thu Aug 25 00:00:00 EDT 2016}

}

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https://doi.org/10.1039/c6ob01636g

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Works referencing / citing this record:

Improved synthesis on solid phase of dithiocarbamic cRGD-derivative and ^99m Tc-radiolabelling
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Tang, Yng; Davis, Ryan; Ganguly, Tanushree
Molecules, Vol. 24, Issue 2
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Identification, Characterization, and Optimization of Integrin αvβ6-Targeting Peptides from a One-Bead One-Compound (OBOC) Library: Towards the Development of Positron Emission Tomography (PET) Imaging Agents
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Tang, Yng; Davis, Ryan; Ganguly, Tanushree
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Recent progress in fluorine-18 labelled peptide radiopharmaceuticals
journal, April 2001

Use of a Peptide Derived from Foot-and-Mouth Disease Virus for the Noninvasive Imaging of Human Cancer: Generation and Evaluation of 4-[18F]Fluorobenzoyl A20FMDV2 for In vivo Imaging of Integrin v 6 Expression with Positron Emission Tomography
journal, August 2007

In Vivo Chemistry for Pretargeted Tumor Imaging in Live Mice
journal, April 2010

Copper-Free Click for PET: Rapid 1,3-Dipolar Cycloadditions with a Fluorine-18 Cyclooctyne
journal, October 2011

Micro-PET Imaging of α<SUB>v</SUB>β<SUB>3</SUB>-Integrin Expression with <SUP>18</SUP>F-Labeled Dimeric RGD Peptide
journal, April 2004

Readily Accessible Bicyclononynes for Bioorthogonal Labeling and Three-Dimensional Imaging of Living Cells
journal, September 2010

Rerouting the Metabolic Pathway of ¹⁸ F-Labeled Peptides: The Influence of Prosthetic Groups
journal, January 2015

On-resin head-to-tail cyclization of cyclotetrapeptides: optimization of crucial parameters
journal, April 2004

[ ¹⁸ F]Galacto-RGD: Synthesis, Radiolabeling, Metabolic Stability, and Radiation Dose Estimates
journal, January 2004

18F-Labeled Peptides: The Future Is Bright
journal, December 2014

Solutionversus solid-phase cyclization strategies for large sidechain lactam-bridged peptides: A comparative study
journal, July 1995

Imaging of Integrins as Biomarkers for Tumor Angiogenesis
journal, October 2008

Solid-phase synthesis of c(RGDfK) derivatives: on-resin cyclisation and lysine functionalisation
journal, February 2002

Solid-Phase Synthesis of 2-[ ¹⁸ F]Fluoropropionyl Peptides
journal, July 2006

Click for PET: rapid preparation of [18F]fluoropeptides using CuI catalyzed 1,3-dipolar cycloaddition
journal, September 2006

Radiolabeled Cyclic RGD Peptides as Radiotracers for Imaging Tumors and Thrombosis by SPECT
journal, January 2011

MicroPET imaging of brain tumor angiogenesis with 18F-labeled PEGylated RGD peptide
journal, April 2004

18F-Labeled Galacto and PEGylated RGD Dimers for PET Imaging of αvβ3 Integrin Expression
journal, December 2009

Automated Solid-Phase Synthesis of Cyclic Peptides Bearing a Side-Chain Tail Designed for Subsequent Chemical Grafting
journal, November 1996

Why Integrin as a Primary Target for Imaging and Therapy
journal, January 2011

A Novel Method for Direct Site-Specific Radiolabeling of Peptides Using [ ¹⁸ F]FDG
journal, March 2009

A Novel Method of 18F Radiolabeling for PET
journal, May 2009

Improved synthesis on solid phase of dithiocarbamic cRGD-derivative and ^99m Tc-radiolabelling
journal, January 2019

Fully automated peptide radiolabeling from [ ¹⁸ F]fluoride
journal, January 2019

Identification, Characterization, and Optimization of Integrin αvβ6-Targeting Peptides from a One-Bead One-Compound (OBOC) Library: Towards the Development of Positron Emission Tomography (PET) Imaging Agents
journal, January 2019

Identification, Characterization, and Optimization of Integrin αvβ6-Targeting Peptides from a One-Bead One-Compound (OBOC) Library: Towards the Development of Positron Emission Tomography (PET) Imaging Agents
journal, January 2019