Literature DB >> 10930259

Solid-phase synthesis of new S-glycoamino acid building blocks.

L Jobron1, G Hummel.   

Abstract

Efficient synthesis of unprotected S-glycoamino acid building blocks in the solid phase by coupling a sugar 1-thiolate with iodine activated fluoren-9-ylmethoxycarbonyl (Fmoc) protected amino acids.

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Year:  2000        PMID: 10930259     DOI: 10.1021/ol006019o

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


  5 in total

1.  Sigmatropic rearrangements as tools for amino acid and peptide modification: application of the allylic sulfur ylide rearrangement to the preparation of neoglycoconjugates and other conjugates.

Authors:  David Crich; Yekui Zou; Franck Brebion
Journal:  J Org Chem       Date:  2006-11-24       Impact factor: 4.354

2.  Allylic selenosulfide rearrangement: a method for chemical ligation to cysteine and other thiols.

Authors:  David Crich; Venkataramanan Krishnamurthy; Thomas K Hutton
Journal:  J Am Chem Soc       Date:  2006-03-01       Impact factor: 15.419

3.  Dechalcogenative allylic selenosulfide and disulfide rearrangements: complementary methods for the formation of allylic sulfides in the absence of electrophiles. Scope, limitations, and application to the functionalization of unprotected peptides in aqueous media.

Authors:  David Crich; Venkataramanan Krishnamurthy; Franck Brebion; Maheswaran Karatholuvhu; Venkataraman Subramanian; Thomas K Hutton
Journal:  J Am Chem Soc       Date:  2007-07-27       Impact factor: 15.419

4.  Synthesis of neoglycoconjugates by the desulfurative rearrangement of allylic disulfides.

Authors:  David Crich; Fan Yang
Journal:  J Org Chem       Date:  2008-08-27       Impact factor: 4.354

5.  Structure-affinity relationships of glutamine mimics incorporated into phosphopeptides targeted to the SH2 domain of signal transducer and activator of transcription 3.

Authors:  Pijus K Mandal; Zhiyong Ren; Xiaomin Chen; Chiyi Xiong; John S McMurray
Journal:  J Med Chem       Date:  2009-10-08       Impact factor: 7.446

  5 in total

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