Article ; Online: Modulation of the Fibrillation Kinetics and Morphology of a Therapeutic Peptide by Cucurbit[7]uril.
2023 Volume 20, Issue 7, Page(s) 3559–3569
Abstract: Fibrillation is a challenge commonly encountered in the formulation and development of therapeutic peptides. Cucurbit[7]urils (CB[7]), a group of water soluble macrocycles, have been reported to suppress fibrillation in insulin and human calcitonin ... ...
Abstract | Fibrillation is a challenge commonly encountered in the formulation and development of therapeutic peptides. Cucurbit[7]urils (CB[7]), a group of water soluble macrocycles, have been reported to suppress fibrillation in insulin and human calcitonin through association with Phe and Tyr residues which drive fibril formation. Here, we report the effect of CB[7] on the fibrillation behavior of the HIV fusion inhibitor enfuvirtide (ENF) that contains N-terminal Tyr and C-terminal Phe residues. Thioflavin T fluorescence, CD spectroscopy, and transmission electron microscopy were used to monitor fibrillation behavior. Fibrillation onset showed a strong pH dependency, with pH 6.5 identified as the condition most suitable to monitor the effects of CB[7]. Binding of CB[7] to wild-type ENF was measured by isothermal titration calorimetry and was consistent with a single site ( |
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MeSH term(s) | Humans ; Bridged-Ring Compounds/pharmacology ; Bridged-Ring Compounds/chemistry ; Kinetics ; Peptides ; Macrocyclic Compounds/chemistry |
Chemical Substances | cucurbit(7)uril ; Bridged-Ring Compounds ; Peptides ; Macrocyclic Compounds |
Language | English |
Publishing date | 2023-06-16 |
Publishing country | United States |
Document type | Journal Article ; Research Support, Non-U.S. Gov't |
ZDB-ID | 2138405-8 |
ISSN | 1543-8392 ; 1543-8384 |
ISSN (online) | 1543-8392 |
ISSN | 1543-8384 |
DOI | 10.1021/acs.molpharmaceut.3c00185 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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