ArticleJournal of the American Chemical Society2017
Conformationally Preorganized Diastereomeric Norbornane-Based Maltosides for Membrane Protein Study: Implications of Detergent Kink for Micellar Properties.
Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.
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Who cites it
24 citing papers in PubMed, 52 citations in OpenAlex.
- Conformational preorganization of neighbouring groups modulates and expedites polymer self-deconstruction.Nature chemistry · 2026Article
- Multiple Pendants-Bearing Triglucosides for Membrane Protein Studies: Effects of Pendant Length and Number on Micelle Interior Hydration and Protein Stability.Biomacromolecules · 2025Article
- Rational Approach to Improve Detergent Efficacy for Membrane Protein Stabilization.Bioconjugate chemistry · 2024Article
- Melamine-cored glucosides for membrane protein solubilization and stabilization: importance of water-mediated intermolecular hydrogen bonding in detergent performance.Chemical science · 2023Article
- Development of 1,3-acetonedicarboxylate-derived glucoside amphiphiles (ACAs) for membrane protein study.Chemical science · 2022Article
- Foldable Detergents for Membrane Protein Study: Importance of Detergent Core Flexibility in Protein Stabilization.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Glyco-Steroidal Amphiphiles (GSAs) for Membrane Protein Structural Study.Chembiochem : a European journal of chemical biology · 2022Article
- Maltose-bis(hydroxymethyl)phenol (MBPs) and Maltose-tris(hydroxymethyl)phenol (MTPs) Amphiphiles for Membrane Protein Stability.ACS chemical biology · 2021Article
- Catalytically Cleavable Detergent for Membrane Protein Studies.ACS omega · 2021Article
- Conformationally flexible core-bearing detergents with a hydrophobic or hydrophilic pendant: Effect of pendant polarity on detergent conformation and membrane protein stability.Acta biomaterialia · 2021Article
- Diels-Alder reaction of β-fluoro-β-nitrostyrenes with cyclic dienes.Beilstein journal of organic chemistry · 2021Article
- Diastereomeric Cyclopentane-Based Maltosides (CPMs) as Tools for Membrane Protein Study.Journal of the American Chemical Society · 2020Article
- Pendant-bearing glucose-neopentyl glycol (P-GNG) amphiphiles for membrane protein manipulation: Importance of detergent pendant chain for protein stabilization.Acta biomaterialia · 2020Article
- New Malonate-Derived Tetraglucoside Detergents for Membrane Protein Stability.ACS chemical biology · 2020Article
- 1,3,5-Triazine-Cored Maltoside Amphiphiles for Membrane Protein Extraction and Stabilization.Journal of the American Chemical Society · 2019Article
- Self-Assembly Behavior and Application of Terphenyl-Cored Trimaltosides for Membrane-Protein Studies: Impact of Detergent Hydrophobic Group Geometry on Protein Stability.Chemistry (Weinheim an der Bergstrasse, Germany) · 2019Article
- Conformationally Restricted Monosaccharide-Cored Glycoside Amphiphiles: The Effect of Detergent Headgroup Variation on Membrane Protein Stability.ACS chemical biology · 2019Article
- Self-Assembly Behaviors of a Penta-Phenylene Maltoside and Its Application for Membrane Protein Study.Chemistry, an Asian journal · 2019Article
- Asymmetric maltose neopentyl glycol amphiphiles for a membrane protein study: effect of detergent asymmetricity on protein stability.Chemical science · 2019Article
- A comparative study of branched and linear mannitol-based amphiphiles on membrane protein stability.The Analyst · 2018Article
Corrections and comments
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Authors and funding
12 authors at 6 institutions in 4 countries.
Funding
Abstract
Detergents are essential tools for functional and structural studies of membrane proteins. However, conventional detergents are limited in their scope and utility, particularly for eukaryotic membrane proteins. Thus, there are major efforts to develop new amphipathic agents with enhanced properties. Here, a novel class of diastereomeric agents with a preorganized conformation, designated norbornane-based maltosides (NBMs), were prepared and evaluated for their ability to solubilize and stabilize membrane proteins. Representative NBMs displayed enhanced behaviors compared to n-dodecyl-β-d-maltoside (DDM) for all membrane proteins tested. Efficacy of the individual NBMs varied depending on the overall detergent shape and alkyl chain length. Specifically, NBMs with no kink in the lipophilic region conferred greater stability to the proteins than NBMs with a kink. In addition, long alkyl chain NBMs were generally better at stabilizing membrane proteins than short alkyl chain agents. Furthermore, use of one well-behaving NBM enabled us to attain a marked stabilization and clear visualization of a challenging membrane protein complex using electron microscopy. Thus, this study not only describes novel maltoside detergents with enhanced protein-stabilizing properties but also suggests that overall detergent geometry has an important role in determining membrane protein stability. Notably, this is the first systematic study on the effect of detergent kinking on micellar properties and associated membrane protein stability.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.