Literature DB >> 18422301

Ester bonds in prodrugs.

Luke D Lavis1.   

Abstract

A recent study challenges the oft-held notion that ester bonds in prodrug molecules are cleaved rapidly and completely inside cells by endogenous, nonspecific esterases. Structure-activity relationship studies on acylated sugars reveal that regioisomeric compounds display disparate biological activity, suggesting that ester bonds can persist in a cellular context.

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Year:  2008        PMID: 18422301     DOI: 10.1021/cb800065s

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


  40 in total

1.  Development of delivery methods for carbohydrate-based drugs: controlled release of biologically-active short chain fatty acid-hexosamine analogs.

Authors:  Udayanath Aich; M Adam Meledeo; Srinivasa-Gopalan Sampathkumar; Jie Fu; Mark B Jones; Christopher A Weier; Sung Yun Chung; Benjamin C Tang; Ming Yang; Justin Hanes; Kevin J Yarema
Journal:  Glycoconj J       Date:  2010-05-11       Impact factor: 2.916

2.  Selective esterase-ester pair for targeting small molecules with cellular specificity.

Authors:  Lin Tian; Yunlei Yang; Laura M Wysocki; Alma C Arnold; Amy Hu; Balaji Ravichandran; Scott M Sternson; Loren L Looger; Luke D Lavis
Journal:  Proc Natl Acad Sci U S A       Date:  2012-03-12       Impact factor: 11.205

3.  Targeting pro-invasive oncogenes with short chain fatty acid-hexosamine analogues inhibits the mobility of metastatic MDA-MB-231 breast cancer cells.

Authors:  Christopher T Campbell; Udayanath Aich; Christopher A Weier; Jean J Wang; Sean S Choi; Mary M Wen; Katharina Maisel; Srinivasa-Gopalan Sampathkumar; Kevin J Yarema
Journal:  J Med Chem       Date:  2008-12-25       Impact factor: 7.446

4.  Optimized diazo scaffold for protein esterification.

Authors:  Kalie A Mix; Ronald T Raines
Journal:  Org Lett       Date:  2015-05-04       Impact factor: 6.005

5.  Glycoengineering of Esterase Activity through Metabolic Flux-Based Modulation of Sialic Acid.

Authors:  Mohit P Mathew; Elaine Tan; Jason W Labonte; Shivam Shah; Christopher T Saeui; Lingshu Liu; Rahul Bhattacharya; Patawut Bovonratwet; Jeffrey J Gray; Kevin J Yarema
Journal:  Chembiochem       Date:  2017-04-20       Impact factor: 3.164

6.  Esterification Delivers a Functional Enzyme into a Human Cell.

Authors:  Valerie T Ressler; Kalie A Mix; Ronald T Raines
Journal:  ACS Chem Biol       Date:  2019-03-11       Impact factor: 5.100

7.  Modular synthesis of cell-permeating 2-ketoglutarate esters.

Authors:  Thomas T Zengeya; Rhushikesh A Kulkarni; Jordan L Meier
Journal:  Org Lett       Date:  2015-04-27       Impact factor: 6.005

8.  A fiberoptic (photodynamic therapy type) device with a photosensitizer and singlet oxygen delivery probe tip for ovarian cancer cell killing.

Authors:  Dorota Bartusik; David Aebisher; Ashwini Ghogare; Goutam Ghosh; Inna Abramova; Tayyaba Hasan; Alexander Greer
Journal:  Photochem Photobiol       Date:  2013-04-22       Impact factor: 3.421

9.  Carboxylate Surrogates Enhance the Antimycobacterial Activity of UDP-Galactopyranose Mutase Probes.

Authors:  Valerie J Winton; Claudia Aldrich; Laura L Kiessling
Journal:  ACS Infect Dis       Date:  2016-06-29       Impact factor: 5.084

10.  Constructing fluorogenic Bacillus spores (F-spores) via hydrophobic decoration of coat proteins.

Authors:  Linda Ferencko; Boris Rotman
Journal:  PLoS One       Date:  2010-02-19       Impact factor: 3.240

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