Preparation and In Vitro Validation of a Cucurbit[7]uril-Peptide Conjugate Targeting the LDL Receptor Article Swipe
Xue Yang
,
Karine Varini
,
Magali Godard
,
Fanny Gassiot
,
Rose Sonnette
,
Géraldine Ferracci
,
Belinda Pecqueux
,
Valérie Monnier
,
Laurence Charles
,
Sébastien Maria
,
Micaël Hardy
,
Olivier Ouari
,
Michel Khrestchatisky
,
Pascaline Lecorché
,
Guillaume Jacquot
,
David Bardelang
·
YOU?
·
· 2023
· Open Access
·
· DOI: https://doi.org/10.1021/acs.jmedchem.3c00423
YOU?
·
· 2023
· Open Access
·
· DOI: https://doi.org/10.1021/acs.jmedchem.3c00423
Here we report the coupling of a cyclic peptide (VH4127) targeting the low density lipoprotein (LDL) receptor (LDLR) noncompetitively to cucurbit[7]uril (CB[7]) to develop a new kind of drug delivery system (DDS), namely, CB[7]-VH4127, with maintained binding affinity to the LDLR. To evaluate the uptake potential of this bismacrocyclic compound, another conjugate was prepared comprising a high-affinity group for CB[7] (adamantyl(Ada)-amine) coupled to the fluorescent tracker Alexa680 (A680). The resulting A680-Ada·CB[7]-VH4127 supramolecular complex demonstrated conserved LDLR-binding potential and improved LDLR-mediated endocytosis and intracellular accumulation potential in LDLR-expressing cells. The combination of two technologies, namely, monofunctionalized CB[7] and the VH4127 LDLR-targeting peptide, opens new avenues in terms of targeting and intracellular delivery to LDLR-expressing tissues or tumors. The versatile transport capacity of CB[7], known to bind a large spectrum of bioactive or functional compounds, makes this new DDS suitable for a wide range of therapeutic or imaging applications.
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Metadata
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1021/acs.jmedchem.3c00423
- OA Status
- green
- Cited By
- 17
- References
- 89
- Related Works
- 10
- OpenAlex ID
- https://openalex.org/W4381382971
All OpenAlex metadata
Raw OpenAlex JSON
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https://openalex.org/W4381382971Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.1021/acs.jmedchem.3c00423Digital Object Identifier
- Title
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Preparation and In Vitro Validation of a Cucurbit[7]uril-Peptide Conjugate Targeting the LDL ReceptorWork title
- Type
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articleOpenAlex work type
- Language
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enPrimary language
- Publication year
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2023Year of publication
- Publication date
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2023-06-20Full publication date if available
- Authors
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Xue Yang, Karine Varini, Magali Godard, Fanny Gassiot, Rose Sonnette, Géraldine Ferracci, Belinda Pecqueux, Valérie Monnier, Laurence Charles, Sébastien Maria, Micaël Hardy, Olivier Ouari, Michel Khrestchatisky, Pascaline Lecorché, Guillaume Jacquot, David BardelangList of authors in order
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https://doi.org/10.1021/acs.jmedchem.3c00423Publisher landing page
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YesWhether a free full text is available
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greenOpen access status per OpenAlex
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https://hal.science/hal-04235717Direct OA link when available
- Concepts
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Chemistry, Conjugate, In vitro, Peptide, Biochemistry, Receptor, Combinatorial chemistry, Stereochemistry, Pharmacology, Medicine, Mathematical analysis, MathematicsTop concepts (fields/topics) attached by OpenAlex
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17Total citation count in OpenAlex
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2025: 4, 2024: 9, 2023: 4Per-year citation counts (last 5 years)
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89Number of works referenced by this work
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-
10Other works algorithmically related by OpenAlex
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| abstract_inverted_index.(DDS), | 31 |
| abstract_inverted_index.(LDLR) | 17 |
| abstract_inverted_index.CB[7], | 121 |
| abstract_inverted_index.VH4127 | 98 |
| abstract_inverted_index.cells. | 87 |
| abstract_inverted_index.cyclic | 7 |
| abstract_inverted_index.report | 2 |
| abstract_inverted_index.system | 30 |
| abstract_inverted_index.uptake | 44 |
| abstract_inverted_index.(A680). | 67 |
| abstract_inverted_index.(CB[7]) | 21 |
| abstract_inverted_index.another | 50 |
| abstract_inverted_index.avenues | 103 |
| abstract_inverted_index.binding | 36 |
| abstract_inverted_index.complex | 72 |
| abstract_inverted_index.coupled | 61 |
| abstract_inverted_index.density | 13 |
| abstract_inverted_index.develop | 23 |
| abstract_inverted_index.imaging | 145 |
| abstract_inverted_index.namely, | 32, 93 |
| abstract_inverted_index.peptide | 8 |
| abstract_inverted_index.tissues | 113 |
| abstract_inverted_index.tracker | 65 |
| abstract_inverted_index.tumors. | 115 |
| abstract_inverted_index.(VH4127) | 9 |
| abstract_inverted_index.Alexa680 | 66 |
| abstract_inverted_index.affinity | 37 |
| abstract_inverted_index.capacity | 119 |
| abstract_inverted_index.coupling | 4 |
| abstract_inverted_index.delivery | 29, 110 |
| abstract_inverted_index.evaluate | 42 |
| abstract_inverted_index.improved | 78 |
| abstract_inverted_index.peptide, | 100 |
| abstract_inverted_index.prepared | 53 |
| abstract_inverted_index.receptor | 16 |
| abstract_inverted_index.spectrum | 127 |
| abstract_inverted_index.suitable | 137 |
| abstract_inverted_index.bioactive | 129 |
| abstract_inverted_index.compound, | 49 |
| abstract_inverted_index.conjugate | 51 |
| abstract_inverted_index.conserved | 74 |
| abstract_inverted_index.potential | 45, 76, 84 |
| abstract_inverted_index.resulting | 69 |
| abstract_inverted_index.targeting | 10, 107 |
| abstract_inverted_index.transport | 118 |
| abstract_inverted_index.versatile | 117 |
| abstract_inverted_index.compounds, | 132 |
| abstract_inverted_index.comprising | 54 |
| abstract_inverted_index.functional | 131 |
| abstract_inverted_index.maintained | 35 |
| abstract_inverted_index.combination | 89 |
| abstract_inverted_index.endocytosis | 80 |
| abstract_inverted_index.fluorescent | 64 |
| abstract_inverted_index.lipoprotein | 14 |
| abstract_inverted_index.therapeutic | 143 |
| abstract_inverted_index.LDLR-binding | 75 |
| abstract_inverted_index.accumulation | 83 |
| abstract_inverted_index.demonstrated | 73 |
| abstract_inverted_index.CB[7]-VH4127, | 33 |
| abstract_inverted_index.LDLR-mediated | 79 |
| abstract_inverted_index.applications. | 146 |
| abstract_inverted_index.high-affinity | 56 |
| abstract_inverted_index.intracellular | 82, 109 |
| abstract_inverted_index.technologies, | 92 |
| abstract_inverted_index.LDLR-targeting | 99 |
| abstract_inverted_index.bismacrocyclic | 48 |
| abstract_inverted_index.supramolecular | 71 |
| abstract_inverted_index.LDLR-expressing | 86, 112 |
| abstract_inverted_index.cucurbit[7]uril | 20 |
| abstract_inverted_index.monofunctionalized | 94 |
| abstract_inverted_index.(adamantyl(Ada)-amine) | 60 |
| abstract_inverted_index.A680-Ada·CB[7]-VH4127 | 70 |
| abstract_inverted_index.<i>noncompetitively</i> | 18 |
| cited_by_percentile_year.max | 99 |
| cited_by_percentile_year.min | 97 |
| corresponding_author_ids | https://openalex.org/A5068419696, https://openalex.org/A5086916201, https://openalex.org/A5035430155 |
| countries_distinct_count | 1 |
| institutions_distinct_count | 16 |
| corresponding_institution_ids | https://openalex.org/I1294671590, https://openalex.org/I21491767 |
| sustainable_development_goals[0].id | https://metadata.un.org/sdg/3 |
| sustainable_development_goals[0].score | 0.7300000190734863 |
| sustainable_development_goals[0].display_name | Good health and well-being |
| citation_normalized_percentile.value | 0.91310445 |
| citation_normalized_percentile.is_in_top_1_percent | False |
| citation_normalized_percentile.is_in_top_10_percent | True |