Literature DB >> 18296050

Synthesis of all stereoisomers of 3-hydroxypipecolic acid and 3-hydroxy-4,5-dehydropipecolic acid and their evaluation as glycosidase inhibitors.

Chiaki Ohara1, Ryouko Takahashi, Tatsunori Miyagawa, Yuichi Yoshimura, Atsushi Kato, Isao Adachi, Hiroki Takahata.   

Abstract

A highly practicable synthesis of both enantiomers of 3-hydroxypipecolic acid derivatives 1, 2, 3, 4 is described. Screening of these molecules for glycosidase inhibition has been examined. Compound 3 was shown to be a potent inhibitor of beta-N-acetylglucosaminidase as well as Escherichia coli beta-glucuronidase.

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Year:  2008        PMID: 18296050     DOI: 10.1016/j.bmcl.2008.02.028

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


  2 in total

Review 1.  Chiral secondary amino acids, their importance, and methods of analysis.

Authors:  Helena Zahradníčková; Stanislav Opekar; Lucie Řimnáčová; Petr Šimek; Martin Moos
Journal:  Amino Acids       Date:  2022-02-21       Impact factor: 3.520

2.  Concise and straightforward asymmetric synthesis of a cyclic natural hydroxy-amino acid.

Authors:  Mario J Simirgiotis; Javier Vallejos; Carlos Areche; Beatriz Sepúlveda
Journal:  Molecules       Date:  2014-11-26       Impact factor: 4.411

  2 in total

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