Evidence map›Paper›PMID 19708646›Full record

ArticleJournal of the American Chemical Society2009

Versatile synthesis and rational design of caged morpholinos.

Xiaohu Ouyang, Ilya A Shestopalov, Surajit Sinha, Genhua Zheng, Cameron L W Pitt, Wen-Hong Li, Andrew J Olson, James K Chen

Open access · bronzeAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 46 papers.

0numbers the graph read from it
0cells of the map it votes in
46citing papers in PubMed
6.7field-weighted citation impact, top 2% 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

46 citing papers in PubMed, 105 citations in OpenAlex.

  1. Review
  2. Article
  3. Article
  4. Bicyclic Caged Morpholino Oligonucleotides for Optical Gene Silencing.Chembiochem : a European journal of chemical biology · 2022
    Article
  5. Optical Control of MicroRNA Function in Zebrafish Embryos.Journal of the American Chemical Society · 2022
    Article
  6. Article
  7. Review
  8. Article
  9. Article
  10. Article
  11. Review
  12. Article
  13. Article
  14. Article
  15. Article
  16. Optochemical Control of Biological Processes in Cells and Animals.Angewandte Chemie (International ed. in English) · 2018
    Review
  17. Article
  18. Article
  19. Article
  20. 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 2 institutions in 1 country.

Xiaohu OuyangDepartment of Chemical and Systems Biology, Stanford University School of Medicine, Stanford, California 94305, USA.
Ilya A Shestopalov
Surajit Sinha
Genhua Zheng
Cameron L W Pitt
Wen-Hong Li
Andrew J Olson
James K Chen
Stanford University · USThe University of Texas Southwestern Medical Center · US

Funding

Photonic probe and techniques for biological imaging applicationsR01GM077593 · NIGMS · UT SOUTHWESTERN MEDICAL CENTER · PI LI, WEN-HONG · 2006 to 2015
$2.7M
Photochemical Regulation of Embryonic Gene ExpressionR01GM072600 · NIGMS · STANFORD UNIVERSITY · PI CHEN, JAMES K · 2005 to 2009
$1.6M
NIGMS NIH HHS R01 GM072600NIGMS NIH HHS R01 GM077593
6 · The paper itself

Abstract

Embryogenesis is regulated by genetic programs that are dynamically executed in a stereotypic manner, and deciphering these molecular mechanisms requires the ability to control embryonic gene function with similar spatial and temporal precision. Chemical technologies can enable such genetic manipulations, as exemplified by the use of caged morpholino (cMO) oligonucleotides to inactivate genes in zebrafish and other optically transparent organisms with spatiotemporal control. Here we report optimized methods for the design and synthesis of hairpin cMOs incorporating a dimethoxynitrobenzyl (DMNB)-based bifunctional linker that permits cMO assembly in only three steps from commercially available reagents. Using this simplified procedure, we have systematically prepared cMOs with differing structural configurations and investigated how the in vitro thermodynamic properties of these reagents correlate with their in vivo activities. Through these studies, we have established general principles for cMO design and successfully applied them to several developmental genes. Our optimized synthetic and design methodologies have also enabled us to prepare a next-generation cMO that contains a bromohydroxyquinoline (BHQ)-based linker for two-photon uncaging. Collectively, these advances establish the generality of cMO technologies and will facilitate the application of these chemical probes in vivo for functional genomic studies.

Indexed as

Drug DesignAnimalsBase SequenceCross-Linking ReagentsGene SilencingHydroxyquinolinesInverted Repeat SequencesNitrobenzenesOligonucleotidesPhotonsT-Box Domain ProteinsZebrafishCross-Linking ReagentsHydroxyquinolinesNitrobenzenesOligonucleotidesT-Box Domain Proteins

Identifiers

PMID19708646
PMCPMC2745229
OpenAlexW2086958758

What OpenQuestion holds

Textmetadata
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.