ArticleChemical science2012
Trimethyl lock: A trigger for molecular release in chemistry, biology, and pharmacology.
Article in Chemical science, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
27 citing papers in PubMed, 135 citations in OpenAlex.
- Traceless trimethyl-lock translators for thiol-mediated uptake of native proteins as covalent constructs.Chemical science · 2026Article
- Carbonyl-to-sulfur swap enabled by sequential double carbon-carbon bond activation.Science (New York, N.Y.) · 2025Article
- Simple electrochemical synthesis of cyclic hydroxamic acids by reduction of nitroarenes.Chemical communications (Cambridge, England) · 2024Article
- Siderophore conjugates to combat antibiotic-resistant bacteria.RSC medicinal chemistry · 2023Review
- Development of an Allenyne-Alkyne [4+2] Cycloaddition and its Application to Total Synthesis of Selaginpulvilin A.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Article
- Masked Amino Trimethyl Lock (HChemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Peptide-Assisted Nucleic Acid Delivery Systems on the Rise.International journal of molecular sciences · 2021Review
- Geminal Repulsion Disrupts Diels-Alder Reactions of Geminally Substituted Cyclopentadienes and 4Tetrahedron · 2021Article
- Activatable cell-penetrating peptides: 15 years of research.RSC chemical biology · 2020Review
- Pharmacological inhibition of PRMT7 links arginine monomethylation to the cellular stress response.Nature communications · 2020Article
- Mass spectrometric analysis of acid-assisted photochemical release of the trimethyl lock system on the monolayers on gold.RSC advances · 2020Article
- A chemical probe of CARM1 alters epigenetic plasticity against breast cancer cell invasion.eLife · 2019Article
- Advances in redox-responsive drug delivery systems of tumor microenvironment.Journal of nanobiotechnology · 2018Review
- Enzyme-Activated Fluorogenic Probes for Live-Cell and in Vivo Imaging.ACS chemical biology · 2018Review
- Interrogating Protein Phosphatases with Chemical Activity Probes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2018Review
- Synthesis and evaluation of analogs of 5'-(((Z)-4-amino-2-butenyl)methylamino)-5'-deoxyadenosine (MDL 73811, or AbeAdo) - An inhibitor of S-adenosylmethionine decarboxylase with antitrypanosomal activity.Bioorganic & medicinal chemistry · 2017Article
- Detection of DT-diaphorase Enzyme with a ParaCEST MRI Contrast Agent.Chemistry (Weinheim an der Bergstrasse, Germany) · 2017Article
- Electronic and Steric Optimization of Fluorogenic Probes for Biomolecular Imaging.The Journal of organic chemistry · 2017Article
- A Near-Infrared, Wavelength-Shiftable, Turn-on Fluorescent Probe for the Detection and Imaging of Cancer Tumor Cells.ACS chemical biology · 2017Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
2 authors at 1 institution in 1 country.
Funding
Abstract
The trimethyl lock is an o-hydroxydihydrocinnamic acid derivative in which unfavorable steric interactions between three pendant methyl groups encourage lactonization to form a hydrocoumarin. This reaction is extremely rapid, even when the electrophile is an amide and the leaving group is an amino group of a small-molecule drug, fluorophore, peptide, or nucleic acid. O-Acylation of the phenolic hydroxyl group prevents reaction, providing a trigger for the reaction. Thus, the release of an amino group from an amide can be coupled to the hydrolysis of a designated ester (or to another chemical reaction that regenerates the hydroxyl group). Trimethyl lock conjugates are easy to synthesize, making the trimethyl lock a highly versatile module for chemical biology and related fields.
Identifiers
What OpenQuestion holds
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.