Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach

An icosahedral closo-B122− scaffold based nano-sized assembly capable of carrying a high payload of Gd3+-chelates in a sterically crowded configuration is developed by employing the azide-alkyne click reaction. The twelve copies of DO3A-t-Bu-ester ligands were covalently attached to an icosahedral c...

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Main Authors: Satish S. Jalisatgi, M. Frederick Hawthorne, Peter J. Kueffer, Lixin Ma, Lalit N. Goswami
Format: Article
Language:English
Published: MDPI AG 2013-07-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/18/8/9034
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author Satish S. Jalisatgi
M. Frederick Hawthorne
Peter J. Kueffer
Lixin Ma
Lalit N. Goswami
author_facet Satish S. Jalisatgi
M. Frederick Hawthorne
Peter J. Kueffer
Lixin Ma
Lalit N. Goswami
author_sort Satish S. Jalisatgi
collection DOAJ
description An icosahedral closo-B122− scaffold based nano-sized assembly capable of carrying a high payload of Gd3+-chelates in a sterically crowded configuration is developed by employing the azide-alkyne click reaction. The twelve copies of DO3A-t-Bu-ester ligands were covalently attached to an icosahedral closo-B122− core via suitable linkers through click reaction. This nanomolecular structure supporting a high payload of Gd3+-chelate is a new member of the closomer MRI contrast agents that we are currently developing in our laboratory. The per Gd ion relaxivity (r1) of the newly synthesized MRI contrast agent was obtained in PBS, 2% tween/PBS and bovine calf serum using a 7 Tesla micro MRI instrument and was found to be slightly higher (r1 = 4.7 in PBS at 25 °C) compared to the clinically used MRI contrast agents Omniscan (r1 = 4.2 in PBS at 25 °C) and ProHance (r1 = 3.1 in PBS at 25 °C).
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spelling doaj.art-9949368f7aab48b6b9e6d9739d2dc9e42022-12-21T18:43:08ZengMDPI AGMolecules1420-30492013-07-011889034904810.3390/molecules18089034Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry ApproachSatish S. JalisatgiM. Frederick HawthornePeter J. KuefferLixin MaLalit N. GoswamiAn icosahedral closo-B122− scaffold based nano-sized assembly capable of carrying a high payload of Gd3+-chelates in a sterically crowded configuration is developed by employing the azide-alkyne click reaction. The twelve copies of DO3A-t-Bu-ester ligands were covalently attached to an icosahedral closo-B122− core via suitable linkers through click reaction. This nanomolecular structure supporting a high payload of Gd3+-chelate is a new member of the closomer MRI contrast agents that we are currently developing in our laboratory. The per Gd ion relaxivity (r1) of the newly synthesized MRI contrast agent was obtained in PBS, 2% tween/PBS and bovine calf serum using a 7 Tesla micro MRI instrument and was found to be slightly higher (r1 = 4.7 in PBS at 25 °C) compared to the clinically used MRI contrast agents Omniscan (r1 = 4.2 in PBS at 25 °C) and ProHance (r1 = 3.1 in PBS at 25 °C).http://www.mdpi.com/1420-3049/18/8/9034click reactioncloso-boranesMRI contrast agentsrelaxivitygadolinium complexesDOTA
spellingShingle Satish S. Jalisatgi
M. Frederick Hawthorne
Peter J. Kueffer
Lixin Ma
Lalit N. Goswami
Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach
Molecules
click reaction
closo-boranes
MRI contrast agents
relaxivity
gadolinium complexes
DOTA
title Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach
title_full Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach
title_fullStr Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach
title_full_unstemmed Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach
title_short Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach
title_sort synthesis and relaxivity studies of a dota based nanomolecular chelator assembly supported by an icosahedral closo b122 core for mri a click chemistry approach
topic click reaction
closo-boranes
MRI contrast agents
relaxivity
gadolinium complexes
DOTA
url http://www.mdpi.com/1420-3049/18/8/9034
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