Literature DB >> 29611420

One- and Two-Photon Uncaging: Carbazole Fused o-Hydroxycinnamate Platform for Dual Release of Alcohols (Same or Different) with Real-Time Monitoring.

Yarra Venkatesh, Hemant Kumar Srivastava, S Bhattacharya, Muneshwar Mehra, P K Datta, S Bandyopadhyay, N D Pradeep Singh.   

Abstract

A one- and two-photon activated photoremovable protecting group (PRPG) was designed based on a carbazole fused o-hydroxycinnamate platform for the dual (same or different) release of alcohols. The mechanism for the dual release proceeds through a stepwise pathway and also monitors the first and second photorelease in real time by an increase in fluorescence intensity and color change, respectively. Further, its application in staining live neurons and ex vivo imaging with two-photon excitation is shown.

Entities:  

Year:  2018        PMID: 29611420      PMCID: PMC7116067          DOI: 10.1021/acs.orglett.8b00090

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  20 in total

1.  Two-photon uncaging with the efficient 3,5-dibromo-2,4-dihydroxycinnamic caging group.

Authors:  Nathalie Gagey; Pierre Neveu; Ludovic Jullien
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

2.  The nitrodibenzofuran chromophore: a new caging group for ultra-efficient photolysis in living cells.

Authors:  Atsuya Momotake; Nicolas Lindegger; Ernst Niggli; Robert J Barsotti; Graham C R Ellis-Davies
Journal:  Nat Methods       Date:  2006-01       Impact factor: 28.547

3.  8-Bromo-7-hydroxyquinoline as a photoremovable protecting group for physiological use: mechanism and scope.

Authors:  Yue Zhu; Christopher M Pavlos; John P Toscano; Timothy M Dore
Journal:  J Am Chem Soc       Date:  2006-04-05       Impact factor: 15.419

4.  A Thioacetal Photocage Designed for Dual Release: Application in the Quantitation of Therapeutic Release by Synchronous Reporter Decaging.

Authors:  Pamela T Wong; Shengzhuang Tang; Jayme Cannon; Jhindan Mukherjee; Danielle Isham; Kristina Gam; Michael Payne; Sean A Yanik; James R Baker; Seok Ki Choi
Journal:  Chembiochem       Date:  2016-11-30       Impact factor: 3.164

5.  Brominated 7-hydroxycoumarin-4-ylmethyls: photolabile protecting groups with biologically useful cross-sections for two photon photolysis.

Authors:  T Furuta; S S Wang; J L Dantzker; T M Dore; W J Bybee; E M Callaway; W Denk; R Y Tsien
Journal:  Proc Natl Acad Sci U S A       Date:  1999-02-16       Impact factor: 11.205

6.  Photocaging of Single and Dual (Similar or Different) Carboxylic and Amino Acids by Acetyl Carbazole and its Application as Dual Drug Delivery in Cancer Therapy.

Authors:  Yarra Venkatesh; Y Rajesh; S Karthik; A C Chetan; Mahitosh Mandal; Avijit Jana; N D Pradeep Singh
Journal:  J Org Chem       Date:  2016-10-28       Impact factor: 4.354

7.  Substituent effects on the sensitivity of a quinoline photoremovable protecting group to one- and two-photon excitation.

Authors:  M Jarrett Davis; Christopher H Kragor; Khalilah G Reddie; Hunter C Wilson; Yue Zhu; Timothy M Dore
Journal:  J Org Chem       Date:  2009-02-20       Impact factor: 4.354

8.  Brominated hydroxyquinoline as a photolabile protecting group with sensitivity to multiphoton excitation.

Authors:  Olesya D Fedoryak; Timothy M Dore
Journal:  Org Lett       Date:  2002-10-03       Impact factor: 6.005

9.  Two-photon uncaging with fluorescence reporting: evaluation of the o-hydroxycinnamic platform.

Authors:  Nathalie Gagey; Pierre Neveu; Chouaha Benbrahim; Bernard Goetz; Isabelle Aujard; Jean-Bernard Baudin; Ludovic Jullien
Journal:  J Am Chem Soc       Date:  2007-07-21       Impact factor: 15.419

10.  Nitrodibenzofuran: A One- and Two-Photon Sensitive Protecting Group That Is Superior to Brominated Hydroxycoumarin for Thiol Caging in Peptides.

Authors:  M Mohsen Mahmoodi; Daniel Abate-Pella; Tom J Pundsack; Charuta C Palsuledesai; Philip C Goff; David A Blank; Mark D Distefano
Journal:  J Am Chem Soc       Date:  2016-05-02       Impact factor: 15.419

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  1 in total

1.  Visible-to-NIR-Light Activated Release: From Small Molecules to Nanomaterials.

Authors:  Roy Weinstain; Tomáš Slanina; Dnyaneshwar Kand; Petr Klán
Journal:  Chem Rev       Date:  2020-10-30       Impact factor: 60.622

  1 in total

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