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Volumn 42, Issue 47, 2003, Pages 5830-5834

Staudinger Ligation: A New Immobilization Strategy for the Preparation of Small-Molecule Arrays

Author keywords

Bioorganic chemistry; Combinatorial chemistry; Microarrays; Solid phase synthesis; Staudinger ligation

Indexed keywords

DRUG PRODUCTS; GLASS; NITROGEN COMPOUNDS; THERMODYNAMICS;

EID: 0348050489     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200352877     Document Type: Article
Times cited : (178)

References (40)
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    • For a recent review, see M. C. Pirrung, Angew. Chem. 2002, 114, 1326-1341; Angew. Chem. Int. Ed. 2002, 41, 1276-1289.
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    • Wilson, D.S.1    Nock, S.2
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    • b) D. S. Wilson, S. Nock, Angew. Chem. 2003, 115, 510-517; Angew. Chem. Int. Ed. 2003, 42, 494-500.
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    • by hybridization of PNA tags: d) N. Winssinger, J. L. Harris, B. J. Backes, P. G. Schultz, Angew. Chem. 2001, 113, 3254-3258; Angew. Chem. Int. Ed. 2001, 40, 3152-3155;
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    • immobilization of small molecules with a moderately acidic proton: l) D. Barnes-Seeman, S. B. Park, A. N. Koehler, S. L. Schreiber, Angew. Chem. 2003, 115, 2478-2481; Angew. Chem. Int. Ed. 2003, 42, 2376-2379.
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    • During the preparation of this manuscript, Raines and coworkers have applied a Staudinger ligation between (diphenyl-phosphanylmethyl)thioester-functionalized glass slides and azide-modified peptides to generate arrays containing RNase proteins: M. B. Soellner, K. A. Dickson, B. L. Nilsson, R. T. Raines, J. Am. Chem. Soc. 2003, 125, 11 790-11 791.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 11790-11791
    • Soellner, M.B.1    Dickson, K.A.2    Nilsson, B.L.3    Raines, R.T.4
  • 37
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    • note
    • 2, it was dried in vaccuo. The slides were stored under argon, but can be handled on air without any loss of activity.
  • 38
    • 0347611166 scopus 로고    scopus 로고
    • note
    • The spotting process was carried out using a GeSiM Nanoplotter (Gesim, Dresden, Germany) by spotting 0.25 nL droplets of compounds 1-4, 6, 7 (in water/1,4-dioxane 1:2; spot size 400 μm diameter) followed by incubation overnight.
  • 39
    • 0346980234 scopus 로고    scopus 로고
    • note
    • 2 containing 1% BSA) and concanavalin A (19.2 μM) was also incubated in this buffer for 60 min at room temperature.


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