Literature DB >> 19298086

Illuminating the chemistry of life: design, synthesis, and applications of "caged" and related photoresponsive compounds.

Hsien-Ming Lee1, Daniel R Larson, David S Lawrence.   

Abstract

Biological systems are characterized by a level of spatial and temporal organization that often lies beyond the grasp of present day methods. Light-modulated bioreagents, including analogs of low molecular weight compounds, peptides, proteins, and nucleic acids, represent a compelling strategy to probe, perturb, or sample biological phenomena with the requisite control to address many of these organizational complexities. Although this technology has created considerable excitement in the chemical community, its application to biological questions has been relatively limited. We describe the challenges associated with the design, synthesis, and use of light-responsive bioreagents; the scope and limitations associated with the instrumentation required for their application; and recent chemical and biological advances in this field.

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Year:  2009        PMID: 19298086      PMCID: PMC2700207          DOI: 10.1021/cb900036s

Source DB:  PubMed          Journal:  ACS Chem Biol        ISSN: 1554-8929            Impact factor:   5.100


  134 in total

Review 1.  Using photolabile ligands in drug discovery and development.

Authors:  G Dormán; G D Prestwich
Journal:  Trends Biotechnol       Date:  2000-02       Impact factor: 19.536

2.  Genetic engineering of phytochrome biosynthesis in bacteria.

Authors:  G A Gambetta; J C Lagarias
Journal:  Proc Natl Acad Sci U S A       Date:  2001-09-11       Impact factor: 11.205

Review 3.  Regulating gene expression with light-activated oligonucleotides.

Authors:  XinJing Tang; Ivan J Dmochowski
Journal:  Mol Biosyst       Date:  2006-11-20

4.  Spatial and temporal dynamics of T cell receptor signaling with a photoactivatable agonist.

Authors:  Morgan Huse; Lawrence O Klein; Andrew T Girvin; Joycelyn M Faraj; Qi-Jing Li; Michael S Kuhns; Mark M Davis
Journal:  Immunity       Date:  2007-07-12       Impact factor: 31.745

5.  Photo-mediated gene activation using caged RNA/DNA in zebrafish embryos.

Authors:  H Ando; T Furuta; R Y Tsien; H Okamoto
Journal:  Nat Genet       Date:  2001-08       Impact factor: 38.330

6.  Development and pharmacological characterization of "caged" urotensin II analogs.

Authors:  Steve Bourgault; Myriam Létourneau; Alain Fournier
Journal:  Peptides       Date:  2005-04-19       Impact factor: 3.750

7.  Cyclophosphates VI. Cyclophosphates as substrates and effectors of phosphodiesterase.

Authors:  G Michal; K Mühlegger; M Nelboeck; C Thiessen; G Weimann
Journal:  Pharmacol Res Commun       Date:  1974-06

8.  Phytochrome assembly in living cells of the yeast Saccharomyces cerevisiae.

Authors:  L Li; J C Lagarias
Journal:  Proc Natl Acad Sci U S A       Date:  1994-12-20       Impact factor: 11.205

9.  New photoprotecting groups: desyl and p-hydroxyphenacyl phosphate and carboxylate esters.

Authors:  R S Givens; J F Weber; A H Jung; C H Park
Journal:  Methods Enzymol       Date:  1998       Impact factor: 1.600

10.  A covalently bound photoisomerizable agonist: comparison with reversibly bound agonists at Electrophorus electroplaques.

Authors:  H A Lester; M E Krouse; M M Nass; N H Wassermann; B F Erlanger
Journal:  J Gen Physiol       Date:  1980-02       Impact factor: 4.086

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  124 in total

1.  A new trick (hydroxyl radical generation) for an old vitamin (B12).

Authors:  Thomas A Shell; David S Lawrence
Journal:  J Am Chem Soc       Date:  2011-01-28       Impact factor: 15.419

Review 2.  Chemical tools for studying directed cell migration.

Authors:  Brenda N Goguen; Barbara Imperiali
Journal:  ACS Chem Biol       Date:  2011-10-20       Impact factor: 5.100

Review 3.  Photochemical approaches to T-cell activation.

Authors:  Morgan Huse
Journal:  Immunology       Date:  2010-04-06       Impact factor: 7.397

4.  Photochemical tools to study dynamic biological processes.

Authors:  Alexandre Specht; Frédéric Bolze; Ziad Omran; Jean-François Nicoud; Maurice Goeldner
Journal:  HFSP J       Date:  2009-05-22

5.  Improved synthesis of the two-photon caging group 3-nitro-2-ethyldibenzofuran and its application to a caged thymidine phosphoramidite.

Authors:  Hrvoje Lusic; Rajendra Uprety; Alexander Deiters
Journal:  Org Lett       Date:  2010-03-05       Impact factor: 6.005

6.  Nanobiotechnology: Nanowires have cells in their sights.

Authors:  Andrew J Hilmer; Michael S Strano
Journal:  Nat Nanotechnol       Date:  2010-06-13       Impact factor: 39.213

7.  Light-activated regulation of cofilin dynamics using a photocaged hydrogen peroxide generator.

Authors:  Evan W Miller; Nicolas Taulet; Carl S Onak; Elizabeth J New; Julie K Lanselle; Gillian S Smelick; Christopher J Chang
Journal:  J Am Chem Soc       Date:  2010-11-15       Impact factor: 15.419

8.  Enzymatic interconversion of isomorphic fluorescent nucleosides: adenosine deaminase transforms an adenosine analogue into an inosine analogue.

Authors:  Renatus W Sinkeldam; Lisa S McCoy; Dongwon Shin; Yitzhak Tor
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-29       Impact factor: 15.336

9.  Tunable visible and near-IR photoactivation of light-responsive compounds by using fluorophores as light-capturing antennas.

Authors:  Thomas A Shell; Jennifer R Shell; Zachary L Rodgers; David S Lawrence
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-27       Impact factor: 15.336

10.  6-Bromo-7-hydroxy-3-methylcoumarin (mBhc) is an efficient multi-photon labile protecting group for thiol caging and three-dimensional chemical patterning.

Authors:  M Mohsen Mahmoodi; Stephanie A Fisher; Roger Y Tam; Philip C Goff; Reid B Anderson; Jane E Wissinger; David A Blank; Molly S Shoichet; Mark D Distefano
Journal:  Org Biomol Chem       Date:  2016-08-16       Impact factor: 3.876

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