Evidence map›Paper›PMID 30118570›Full record

ArticleAngewandte Chemie (International ed. in English)2018

Building and Breaking Bonds via a Compact S-Propargyl-Cysteine to Chemically Control Enzymes and Modify Proteins.

Jun Liu, Rujin Cheng, Haifan Wu, Shanshan Li, Peng G Wang, William F DeGrado, Sharon Rozovsky, Lei Wang

Open access · greenAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
1.0field-weighted citation impact, top 27% of its field
1 · What the graph read from it

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.

2 · The registry

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.

3 · Its place in the literature

Who cites it

8 citing papers in PubMed, 10 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Article
  5. Photoclick Chemistry: A Bright Idea.Chemical reviews · 2021
    Review
  6. Article
  7. Article
  8. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

8 authors at 3 institutions in 1 country.

Jun LiuUniversity of California, San Francisco, Department of Pharmaceutical Chemistry, San Francisco, CA, 94158, USA.
Rujin ChengUniversity of Delaware, Department of Chemistry and Biochemistry, Newark, DE, 19716, USA.
Haifan WuUniversity of California, San Francisco, Department of Pharmaceutical Chemistry, San Francisco, CA, 94158, USA.
Shanshan LiUniversity of California, San Francisco, Department of Pharmaceutical Chemistry, San Francisco, CA, 94158, USA.
Peng G WangDepartment of Chemistry and Center for Therapeutics and Diagnostics, Georgia State University, Atlanta, GA, 30302, USA.
William F DeGradoUniversity of California, San Francisco, Department of Pharmaceutical Chemistry, San Francisco, CA, 94158, USA.
Sharon RozovskyUniversity of Delaware, Department of Chemistry and Biochemistry, Newark, DE, 19716, USA.
Lei WangUniversity of California, San Francisco, Department of Pharmaceutical Chemistry, San Francisco, CA, 94158, USA.ORCID 0000-0002-5859-2526
University of California, San Francisco · USUniversity of Delaware · USGeorgia State University · US

Funding

This renovation project will create over 1455 sq. ft. of state- of-the-art reseaP20GM104316 · NIGMS · UNIVERSITY OF DELAWARE · PI FOX, JOSEPH M · 2014 to 2024
$26.8M
Deciphering the relationship between structure, dynamics and function in helical bundle proteinsR35GM122603 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN FRANCISCO · PI WILLIAM DEGRADO · 2017 to 2026
$7.1M
Pilot Research Subproject ProgramP30GM110758 · NIGMS · UNIVERSITY OF DELAWARE · PI BEEBE, THOMAS PAUL · 2014 to 2018
$5.8M
Adding New Covalent Bonds to Proteins in Live CellsR01GM118384 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN FRANCISCO · PI Lei Wang · 2016 to 2026
$3.0M
Nano-switches for optogenetic control of neuronal proteins with ultra-specificityRF1MH114079 · NIMH · UNIVERSITY OF CALIFORNIA, SAN FRANCISCO · PI WANG, LEI · 2017 to 2017
$1.8M
Selenoproteins in the ER-associated protein degradation pathwayR01GM121607 · NIGMS · UNIVERSITY OF DELAWARE · PI ROZOVSKY, SHARON · 2017 to 2021
$1.1M
NIGMS NIH HHS P20 GM104316NIGMS NIH HHS P30 GM110758NIGMS NIH HHS R01 GM118384NIGMS NIH HHS R01 GM121607NIGMS NIH HHS R35 GM122603NIH HHS 5 P20 GM104316NIH HHS 5 P30 GM110758-02NIH HHS R01GM118384NIH HHS R01GM121607ANIH HHS RF1MH114079NIMH NIH HHS RF1 MH114079
6 · The paper itself

Abstract

Analogous to reversible post-translational protein modifications, the ability to attach and subsequently remove modifications on proteins would be valuable for protein and biological research. Although bioorthogonal functionalities have been developed to conjugate or cleave protein modifications, they are introduced into proteins on separate residues and often with bulky side chains, limiting their use to one type of control and primarily protein surface. Here we achieved dual control on one residue by genetically encoding S-propargyl-cysteine (SprC), which has bioorthogonal alkyne and propargyl groups in a compact structure, permitting usage in protein interior in addition to surface. We demonstrated its incorporation at the dimer interface of glutathione transferase for in vivo crosslinking via thiol-yne click chemistry, and at the active site of human rhinovirus 3C protease for masking and then turning on enzyme activity via Pd-cleavage of SprC into Cys. In addition, we installed biotin onto EGFP via Sonogashira coupling of SprC and then tracelessly removed it via Pd cleavage. SprC is small in size, commercially available, nontoxic, and allows for bond building and breaking on a single residue. Genetically encoded SprC will be valuable for chemically controlling proteins with an essential Cys and for reversible protein modifications.

Indexed as

3C Viral ProteasesArchaeal ProteinsBiotinCatalysisCatalytic DomainClick ChemistryCysteineCysteine EndopeptidasesEnterovirusGreen Fluorescent ProteinsHumansMethanosarcinaMutagenesis, Site-DirectedPalladiumPargylineThioredoxins3C Viral ProteasesArchaeal ProteinsBiotinCysteineCysteine Endopeptidasesenhanced green fluorescent proteinGreen Fluorescent ProteinsPalladiumPargylineThioredoxinsViral Proteinspalladium-mediated cleavagepropargyl cysteinereversible protein modificationSonogashira couplingthiol-yne

Identifiers

PMID30118570
PMCPMC6169525
OpenAlexW2885786362

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

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.