Literature DB >> 16169214

Design, synthesis, and enzymatic property of a sulfur-substituted analogue of trigalacturonic acid.

Kazunori Yamamoto1, Naoki Watanabe, Hiroko Matsuda, Keiichiro Oohara, Tomoyuki Araya, Masaru Hashimoto, Kazuo Miyairi, Isao Okazaki, Minoru Saito, Tetsuya Shimizu, Hiroaki Kato, Toshikatsu Okuno.   

Abstract

A sulfur-substituted analogue of trigalacturonic acid (3) was synthesized. The synthesis features the application of 3-cyano-3-(tert-butyldimethylsilyl)oxypropylthioether (CSP) as a novel protective group for thiols. This analogue was designed with the expectation that it would be a stable analogous substrate for endo-polygalacturonase isolated from Stereum purpureum based on computer modeling experiments. Surface plasmon resonance experiments revealed that 3 forms a stable complex with the target enzyme.

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Year:  2005        PMID: 16169214     DOI: 10.1016/j.bmcl.2005.08.019

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  3 in total

1.  Alpha-S-GalCer: synthesis and evaluation for iNKT cell stimulation.

Authors:  Marisa L Blauvelt; Maryam Khalili; Weonjoo Jaung; Janet Paulsen; Amy C Anderson; S Brian Wilson; Amy R Howell
Journal:  Bioorg Med Chem Lett       Date:  2008-11-01       Impact factor: 2.823

2.  Exploring Multi-Subsite Binding Pockets in Proteins: DEEP-STD NMR Fingerprinting and Molecular Dynamics Unveil a Cryptic Subsite at the GM1 Binding Pocket of Cholera Toxin B.

Authors:  Serena Monaco; Samuel Walpole; Hassan Doukani; Ridvan Nepravishta; Macarena Martínez-Bailén; Ana T Carmona; Javier Ramos-Soriano; Maria Bergström; Inmaculada Robina; Jesus Angulo
Journal:  Chemistry       Date:  2020-07-20       Impact factor: 5.236

3.  Synthesis of 4-thiol-furanosidic uronate via hydrothiolation reaction.

Authors:  Shih-Ting Ma; Chia-Wei Lee; Wei-Min Liu
Journal:  RSC Adv       Date:  2021-05-21       Impact factor: 3.361

  3 in total

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