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Volumn 42, Issue 4, 2003, Pages 431-434

Toward fully synthetic N-linked glycoproteins

Author keywords

Carbohydrates; Glycopeptides; Glycosylation; Peptides; Synthetic methods

Indexed keywords

ACYLATION; AMINATION; FLUORINE COMPOUNDS; SYNTHESIS (CHEMICAL);

EID: 0037468055     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200390131     Document Type: Article
Times cited : (78)

References (52)
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    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2292-2295
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    • a) T. Wieland, Chimia 1974, 28, 496-499;
    • (1974) Chimia , vol.28 , pp. 496-499
    • Wieland, T.1
  • 37
    • 0030656964 scopus 로고    scopus 로고
    • b) G. M. Watt, L. Revers, M. C. Webberley, I. B. H. Wilson, S. L. Flitsch, Angew. Chem. 1997, 109, 2445-2447; Angew. Chem. Int. Ed. Engl. 1997, 36, 2354-2356.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2354-2356
  • 40
    • 12244270067 scopus 로고    scopus 로고
    • note
    • See Supporting Information for details.
  • 41
    • 12244302599 scopus 로고    scopus 로고
    • note
    • Though aspartimides are prone to open at either imide carbonyl center, it is extremely unlikely that such a side reaction could account for Β-peptide product corresponding to more than half of the starting glycosylamine. That the isolated yield here reflects a majority of the starting glycosylamine countermands the possibility that the product derives from nucleophilic (glycosylamine) aspartimide opening.
  • 43
    • 0001412041 scopus 로고    scopus 로고
    • b) A. Sewing, D. Hilvert, Angew. Chem. 2001, 113, 3503-3505; Angew. Chem. Int. Ed. 2001, 40, 3395-3396.
    • (2001) Angew. Chem. , vol.113 , pp. 3503-3505
    • Sewing, A.1    Hilvert, D.2
  • 44
    • 0035903684 scopus 로고    scopus 로고
    • b) A. Sewing, D. Hilvert, Angew. Chem. 2001, 113, 3503-3505; Angew. Chem. Int. Ed. 2001, 40, 3395-3396.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 3395-3396
  • 45
    • 12244256488 scopus 로고    scopus 로고
    • note
    • Solid-phase synthesis of this peptide met with difficulties that were overcome by using a pseudoproline dipeptide monomer; see Supporting Information for details.
  • 46
    • 12244303379 scopus 로고    scopus 로고
    • note
    • Solid-phase synthesis of this peptide met with difficulties that were overcome by using a pseudoproline dipeptide monomer; see Supporting Information for details.
  • 48
    • 12244279671 scopus 로고    scopus 로고
    • note
    • Chemical synthesis of glycopepfides offers the ability to introduce structural modifications for the purpose of understanding the role of stereochemistry in glycoconjugate recognition. Evaluation of such stereochemical issues will be reported in due course. The implications of such a point mutation on binding to high mannose lectins is but one example of a fascinating question that can now be answered.
  • 49
    • 12244269017 scopus 로고    scopus 로고
    • note
    • See Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.