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Synlett 2014; 25(3): 365-370
DOI: 10.1055/s-0033-1340323
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Partially N-Acetylated Chitooligosaccharides and Muropeptides

Emiliano Bedini*
Dipartimento di Scienze Chimiche, Università degli Studi di Napoli ‘Federico II’, Complesso Universitario Monte Sant’Angelo, Via Cintia 4,80126 Napoli, Italy   Fax: +39(81)674393   eMail: ebedini@unina.it
,
Luigi Cirillo
Dipartimento di Scienze Chimiche, Università degli Studi di Napoli ‘Federico II’, Complesso Universitario Monte Sant’Angelo, Via Cintia 4,80126 Napoli, Italy   Fax: +39(81)674393   eMail: ebedini@unina.it
,
Roberta Marchetti
Dipartimento di Scienze Chimiche, Università degli Studi di Napoli ‘Federico II’, Complesso Universitario Monte Sant’Angelo, Via Cintia 4,80126 Napoli, Italy   Fax: +39(81)674393   eMail: ebedini@unina.it
,
Sara Basso
Dipartimento di Scienze Chimiche, Università degli Studi di Napoli ‘Federico II’, Complesso Universitario Monte Sant’Angelo, Via Cintia 4,80126 Napoli, Italy   Fax: +39(81)674393   eMail: ebedini@unina.it
,
Diego Tufano
Dipartimento di Scienze Chimiche, Università degli Studi di Napoli ‘Federico II’, Complesso Universitario Monte Sant’Angelo, Via Cintia 4,80126 Napoli, Italy   Fax: +39(81)674393   eMail: ebedini@unina.it
,
Antonio Molinaro
Dipartimento di Scienze Chimiche, Università degli Studi di Napoli ‘Federico II’, Complesso Universitario Monte Sant’Angelo, Via Cintia 4,80126 Napoli, Italy   Fax: +39(81)674393   eMail: ebedini@unina.it
,
Michelangelo Parrilli
Dipartimento di Scienze Chimiche, Università degli Studi di Napoli ‘Federico II’, Complesso Universitario Monte Sant’Angelo, Via Cintia 4,80126 Napoli, Italy   Fax: +39(81)674393   eMail: ebedini@unina.it
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Publikationsverlauf

Received: 07. Oktober 2013

Accepted after revision: 06. November 2013

Publikationsdatum:
16. Dezember 2013 (online)

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Abstract

Partially N-acetylated chitooligosaccharides and muropeptides are referred to as microbial associated molecular patterns (MAMPs). To shed light on the molecular basis of their recognition by the innate immunity system of living organisms, their production in pure form is necessary. To this end, we present here the first synthetic strategy for the obtainment of a series of partially N-acetylated muropeptides as well as of a chitodisaccharide and a chitotetrasaccharide, all possessing a well-defined N-acetylation pattern.

Key words

bioorganic chemistry - oligosaccharides - glycopeptides - glycosylation - chitosan - peptidoglycan

Supporting Information

    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
  • Supporting Information
 

  • References and Notes

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