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Volumn 49, Issue 43, 2008, Pages 6227-6230

C-Glycosides of dodecanoic acid: new capping/reducing agents for glyconanoparticle synthesis

Author keywords

C glycosides; Cross metathesis; Glyconanoparticles; Grubbs' catalyst; Silver nanoparticles

Indexed keywords

ALKENE; COPPER; GLYCOSIDE; GOLD; LAURIC ACID; METAL; NANOPARTICLE; NICKEL; REDUCING AGENT; WATER;

EID: 50949116842     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.08.030     Document Type: Article
Times cited : (13)

References (54)
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    • Jain, P. K.; Huang, X.; El-Sayed, I. H.; El-Sayed, M. A. Acc. Chem. Res. 2008, 41, ASAP Article doi: 10.1021/ar7002804.
    • Jain, P. K.; Huang, X.; El-Sayed, I. H.; El-Sayed, M. A. Acc. Chem. Res. 2008, 41, ASAP Article doi: 10.1021/ar7002804.
  • 17
    • 50949096960 scopus 로고    scopus 로고
    • Levy, D. E.; Tang, C. In The Chemistry of C-Glycosides, 1995.
    • Levy, D. E.; Tang, C. In The Chemistry of C-Glycosides, 1995.
  • 18
    • 50949121550 scopus 로고    scopus 로고
    • Witczak, Z. J.; Nieforth, K. A. In Carbohydrates in Drug Design, 1997.
    • Witczak, Z. J.; Nieforth, K. A. In Carbohydrates in Drug Design, 1997.
  • 20
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    • Beau, J. -M.; Vauzeilles, B.; Skrydstrup, T. In Glycoscience: Chemistry and Chemical Biology, 2001; Vol. 3; pp 2679-2724.
    • Beau, J. -M.; Vauzeilles, B.; Skrydstrup, T. In Glycoscience: Chemistry and Chemical Biology, 2001; Vol. 3; pp 2679-2724.
  • 23
    • 0033597320 scopus 로고    scopus 로고
    • For selected references and reviews on olefin (cross) metathesis in carbohydrate chemistry see:
    • For selected references and reviews on olefin (cross) metathesis in carbohydrate chemistry see:. Hu Y.-J., and Roy R. Tetrahedron Lett. 40 (1999) 3305-3308
    • (1999) Tetrahedron Lett. , vol.40 , pp. 3305-3308
    • Hu, Y.-J.1    Roy, R.2
  • 43
    • 50949126971 scopus 로고    scopus 로고
    • note
    • 7: C, 55.99; H, 6.71. Found: C, 56.04; H, 6.73.
  • 44
    • 50949109354 scopus 로고    scopus 로고
    • note
    • 2. Hydrogen atoms were included in the refinement as per the riding model.
  • 45
    • 50949127252 scopus 로고    scopus 로고
    • G. M. Sheldrick, shelx-97 program for crystal structure solution and refinement, University of Gottingen, Germany, 1997.
    • G. M. Sheldrick, shelx-97 program for crystal structure solution and refinement, University of Gottingen, Germany, 1997.
  • 46
    • 50949106214 scopus 로고    scopus 로고
    • note
    • The crystallographic data have been deposited with the Cambridge Crystallographic Data Centre as deposition No. CCDC 690370 (6). Copies of the data can be obtained, free of charge, on application to the CCDC, 12 Union Road,Cambridge CB2 1EZ, UK [fax: +44(1223)336033; e-mail: deposit@ccdc.cam.ac.uk].
  • 48
    • 50949101876 scopus 로고    scopus 로고
    • note
    • 7: C, 59.65; H, 9.45. Found: C, 59.69; H, 9.49.
  • 54
    • 50949117271 scopus 로고    scopus 로고
    • note
    • 2O (100 mL), 1 mL of 0.1 M KOH solution (pH ∼10) was added and allowed to boil for 5 min. The colorless solution turned yellow, which indicated the formation of Ag NPs. The obtained Ag NPs were centrifuged at 8000 rpm for 20 min for removal of excess of C-glycoside of dodecanoic acid and KOH. The yellow pellet obtained was redispersed in MilliQ water (10 mL) and again centrifuged. The pellet was dried under ambient conditions. The purified sample was used for further characterizations. The dried pellet was found to be redispersible in water without any aggregation by mild sonication.


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