Synthesis of Novel Carborane-Containing Derivatives of RGD Peptide

Short peptides containing the Arg-Gly-Asp (RGD) fragment can selectively bind to integrins on the surface of tumor cells and are attractive transport molecules for the targeted delivery of therapeutic and diagnostic agents to tumors (for example, glioblastoma). We have demonstrated the possibility o...

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Main Authors: Alexander V. Vakhrushev, Dmitry A. Gruzdev, Alexander M. Demin, Galina L. Levit, Victor P. Krasnov
Format: Article
Language:English
Published: MDPI AG 2023-04-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/8/3467
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author Alexander V. Vakhrushev
Dmitry A. Gruzdev
Alexander M. Demin
Galina L. Levit
Victor P. Krasnov
author_facet Alexander V. Vakhrushev
Dmitry A. Gruzdev
Alexander M. Demin
Galina L. Levit
Victor P. Krasnov
author_sort Alexander V. Vakhrushev
collection DOAJ
description Short peptides containing the Arg-Gly-Asp (RGD) fragment can selectively bind to integrins on the surface of tumor cells and are attractive transport molecules for the targeted delivery of therapeutic and diagnostic agents to tumors (for example, glioblastoma). We have demonstrated the possibility of obtaining the <i>N</i>- and <i>C</i>-protected RGD peptide containing 3-amino-<i>closo</i>-carborane and a glutaric acid residue as a linker fragment. The resulting carboranyl derivatives of the protected RGD peptide are of interest as starting compounds in the synthesis of unprotected or selectively protected peptides, as well as building blocks for preparation of boron-containing derivatives of the RGD peptide of a more complex structure.
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spelling doaj.art-2f820cd5453849298293db8cfdbd5db12023-11-17T20:39:23ZengMDPI AGMolecules1420-30492023-04-01288346710.3390/molecules28083467Synthesis of Novel Carborane-Containing Derivatives of RGD PeptideAlexander V. Vakhrushev0Dmitry A. Gruzdev1Alexander M. Demin2Galina L. Levit3Victor P. Krasnov4Postovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch), 620108 Ekaterinburg, RussiaPostovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch), 620108 Ekaterinburg, RussiaPostovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch), 620108 Ekaterinburg, RussiaPostovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch), 620108 Ekaterinburg, RussiaPostovsky Institute of Organic Synthesis, Russian Academy of Sciences (Ural Branch), 620108 Ekaterinburg, RussiaShort peptides containing the Arg-Gly-Asp (RGD) fragment can selectively bind to integrins on the surface of tumor cells and are attractive transport molecules for the targeted delivery of therapeutic and diagnostic agents to tumors (for example, glioblastoma). We have demonstrated the possibility of obtaining the <i>N</i>- and <i>C</i>-protected RGD peptide containing 3-amino-<i>closo</i>-carborane and a glutaric acid residue as a linker fragment. The resulting carboranyl derivatives of the protected RGD peptide are of interest as starting compounds in the synthesis of unprotected or selectively protected peptides, as well as building blocks for preparation of boron-containing derivatives of the RGD peptide of a more complex structure.https://www.mdpi.com/1420-3049/28/8/34673-amino-1,2-dicarba-<i>closo</i>-dodecaboraneRGD peptidelinker fragmentprotecting groups
spellingShingle Alexander V. Vakhrushev
Dmitry A. Gruzdev
Alexander M. Demin
Galina L. Levit
Victor P. Krasnov
Synthesis of Novel Carborane-Containing Derivatives of RGD Peptide
Molecules
3-amino-1,2-dicarba-<i>closo</i>-dodecaborane
RGD peptide
linker fragment
protecting groups
title Synthesis of Novel Carborane-Containing Derivatives of RGD Peptide
title_full Synthesis of Novel Carborane-Containing Derivatives of RGD Peptide
title_fullStr Synthesis of Novel Carborane-Containing Derivatives of RGD Peptide
title_full_unstemmed Synthesis of Novel Carborane-Containing Derivatives of RGD Peptide
title_short Synthesis of Novel Carborane-Containing Derivatives of RGD Peptide
title_sort synthesis of novel carborane containing derivatives of rgd peptide
topic 3-amino-1,2-dicarba-<i>closo</i>-dodecaborane
RGD peptide
linker fragment
protecting groups
url https://www.mdpi.com/1420-3049/28/8/3467
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