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Volumn 133, Issue 7, 2011, Pages 2275-2291

Synthesis of docosasaccharide arabinan motif of mycobacterial cell wall

Author keywords

[No Author keywords available]

Indexed keywords

ARABINANS; ARABINOGALACTAN; FRAGMENT COUPLING; GLYCOSYL DONORS; LINEAR SEQUENCE; LIPOARABINOMANNANS; MONOMER UNITS; MYCOBACTERIAL; MYCOBACTERIAL CELLS; STEREO-SELECTIVE; SYNTHETIC STRATEGIES; THIOGLYCOSIDES;

EID: 79951819296     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja109932t     Document Type: Article
Times cited : (101)

References (66)
  • 19
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    • Recent review, see
    • (b) Recent review, see: Krieg, A. M. Nat. Med. 2003, 9, 831-835.
    • (2003) Nat. Med. , vol.9 , pp. 831-835
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  • 30
    • 79951838262 scopus 로고    scopus 로고
    • note
    • 17 (29%), we designed so as to conduct all fragment couplings at linear sequences.
  • 31
    • 78650967724 scopus 로고    scopus 로고
    • For recent examples for fragment coupling using thioglycoside of a branched trisaccharide, see
    • For recent examples for fragment coupling using thioglycoside of a branched trisaccharide, see: Pragani, R.; Seeberger, P. H. J. Am. Chem. Soc. 2011, 133, 102-107.
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 102-107
    • Pragani, R.1    Seeberger, P.H.2
  • 53
    • 79951831993 scopus 로고    scopus 로고
    • See the Supporting Information
    • See the Supporting Information.
  • 62
    • 17844391804 scopus 로고    scopus 로고
    • 7]Bn, all these signals disappear, and the isomeric ratio of glycosylated products can be estimated easily by relative intensities of anomeric signals, especially in case that a trace amount of undesired 1,2-trans glycoside was formed.
    • 7]Bn, all these signals disappear, and the isomeric ratio of glycosylated products can be estimated easily by relative intensities of anomeric signals, especially in case that a trace amount of undesired 1,2-trans glycoside was formed. Ishiwata, A.; Ito, Y. Tetrahedron Lett. 2005, 46, 3521-3524.
    • (2005) Tetrahedron Lett. , vol.46 , pp. 3521-3524
    • Ishiwata, A.1    Ito, Y.2
  • 63
    • 79951846445 scopus 로고    scopus 로고
    • note
    • 7 (43) was synthesized from tolyl (methyl) 2,3-di-O-benzyl-1- thio-D-arabinofuranoside in one step (NaH, NAPBr). For the experimental procedure, see the Supporting Information.
  • 65
    • 0027579802 scopus 로고
    • This basic condition was first reported for deprotection of phthalimide.
    • This basic condition was first reported for deprotection of phthalimide. Kanie, O.; Crawley, S. C.; Palcic, M. M.; Hindsgaul, O. Carbohydr. Res. 1993, 243, 139-164.
    • (1993) Carbohydr. Res. , vol.243 , pp. 139-164
    • Kanie, O.1    Crawley, S.C.2    Palcic, M.M.3    Hindsgaul, O.4
  • 66
    • 13644253385 scopus 로고    scopus 로고
    • For NMR studies of free arabinan, see ref 15. Also see
    • For NMR studies of free arabinan, see ref 15. Also see: Lee, R. E. B.; Lee, W.; Chatterjee, D.; Lee, R. E. Glycobiology 2005, 15, 139-151.
    • (2005) Glycobiology , vol.15 , pp. 139-151
    • Lee, R.E.B.1    Lee, W.2    Chatterjee, D.3    Lee, R.E.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.