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Volumn 8, Issue 11, 2007, Pages 1241-1245

Carbohydrate chain terminators: Rational design of novel carbohydrate-based antifungal agents

Author keywords

Antifungal agents; Biosynthesis; Carbohydrates; Chain termination; Oligosaccharides

Indexed keywords

ANTIFUNGAL AGENT; AZIDOOXAZOLINE; CARBOHYDRATE; CHITIN; CHITIN SYNTHASE; FLUOROOXAZOLINE; OXAZOLINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 34547471108     PISSN: 14394227     EISSN: 14397633     Source Type: Journal    
DOI: 10.1002/cbic.200700234     Document Type: Article
Times cited : (15)

References (35)
  • 3
    • 0033549740 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1999, 38, 2300-2324.
    • (1999) Chem. Int. Ed , vol.38 , pp. 2300-2324
    • Angew1
  • 10
    • 0001458974 scopus 로고
    • Ed, M. I. Horowitz, Academic, New York
    • d) R. J. Bernacki, W. Korytnyk in The Glycoconjugates, Vol. 4 (Ed.: M. I. Horowitz), Academic, New York, 1982, pp. 245-263.
    • (1982) The Glycoconjugates , vol.4 , pp. 245-263
    • Bernacki, R.J.1    Korytnyk, W.2
  • 18
    • 84887900288 scopus 로고    scopus 로고
    • There are more than 50 examples of modified donors that act as substrates for glycosyl transferases. For a review see: X. Qian, K. Sujino, M. M. Palcic, in Carbohydrates in Chemistry and Biology, 2 (Eds.: B. Ernst, G. W. Hart, P. Sinay) Wiley-VCH, Weinheim, 2000, pp. 685-703,.
    • There are more than 50 examples of modified donors that act as substrates for glycosyl transferases. For a review see: X. Qian, K. Sujino, M. M. Palcic, in Carbohydrates in Chemistry and Biology, Vol. 2 (Eds.: B. Ernst, G. W. Hart, P. Sinay) Wiley-VCH, Weinheim, 2000, pp. 685-703,.
  • 24
    • 2642568341 scopus 로고    scopus 로고
    • For a similar, recently published approach that demonstrates that a UDP-GlcNAc derivative, in which the 4-hydroxyl is methylated, is a substrate for chitin synthase see: R. Chang, P. Moquist, N. S. Finney, Carbohydr. Res. 2004, 339, 1531-1536.
    • For a similar, recently published approach that demonstrates that a UDP-GlcNAc derivative, in which the 4-hydroxyl is methylated, is a substrate for chitin synthase see: R. Chang, P. Moquist, N. S. Finney, Carbohydr. Res. 2004, 339, 1531-1536.
  • 25
    • 34547482239 scopus 로고    scopus 로고
    • See ref. [14]; in addition, full details of the synthesis and biological activity of the corresponding 4-methoxy, 4-fluoro, 4-deoxy and 4-azido UDP-GlcNAc derivatives and their precursors will be reported in due course.
    • See ref. [14]; in addition, full details of the synthesis and biological activity of the corresponding 4-methoxy, 4-fluoro, 4-deoxy and 4-azido UDP-GlcNAc derivatives and their precursors will be reported in due course.
  • 29
    • 34547418889 scopus 로고    scopus 로고
    • Attempts at triflation led to the formation of tetrazole side products through reaction of the NHAc group at C-2, whilst the corresponding mesylate was too unreactive to undergo efficient displacement by azide
    • Attempts at triflation led to the formation of tetrazole side products through reaction of the NHAc group at C-2, whilst the corresponding mesylate was too unreactive to undergo efficient displacement by azide.
  • 33
    • 34547421532 scopus 로고    scopus 로고
    • See the Supporting Information for details of these assays together with full experimental and spectroscopic data for the synthesis of all new compounds
    • See the Supporting Information for details of these assays together with full experimental and spectroscopic data for the synthesis of all new compounds.
  • 34
    • 34547457839 scopus 로고    scopus 로고
    • For example: fluoride oxazoline diol (24), ClogP = -0.53; fluoride oxazoline dibenzoate (20) Clog P = 4.73.
    • For example: fluoride oxazoline diol (24), ClogP = -0.53; fluoride oxazoline dibenzoate (20) Clog P = 4.73.
  • 35
    • 34547437468 scopus 로고    scopus 로고
    • In fact, a combination of both chain termination itself and enzyme inhibition by chain-terminated products might contribute to the observed bioactivity, much the same as reverse transcriptase inhibition by chain-terminating oligonucleotides
    • In fact, a combination of both chain termination itself and enzyme inhibition by chain-terminated products might contribute to the observed bioactivity - much the same as reverse transcriptase inhibition by chain-terminating oligonucleotides.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.