Structure and catalytic activity of some soluble polyethylene glycol-peptide conjugates

Tetrahedron Letters

Volumn 45, Issue 20, 2004, Pages 3885-3888

  Kelly, David R ^a   Bui, Tam T T ^b   Caroff, Eva ^c   Drake, Alex F ^b   Roberts, Stanley M ^c  

^a CARDIFF UNIVERSITY   (United Kingdom)

^b KING'S COLLEGE LONDON   (United Kingdom)

^c UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

MACROGOL; PEPTIDE; SOLVENT;

ARTICLE; CATALYSIS; CATALYST; CONJUGATION; CORRELATION ANALYSIS; ENANTIOSELECTIVITY; EPOXIDATION; PROTEIN STRUCTURE; SOLUBILITY;

DRYAS IULIA;

EID: 1942439972     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.03.120     Document Type: Article

References (23)

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3. Banfi S., Colonna S., Molinari H., Juliá S., Guixer J. Tetrahedron. 40:1984;5207-5211. and references cited therein.
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8. 1H NMR and combustion microanalysis.
9. These conditions were used for study of reaction progress kinetics using calorimetry, see Kelly D.R., Blackmond D.G., Caroff E., Mathew S., Roberts S.M. Chem. Commun. 2004;. in preparation.
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11. see also Takagi R., Manabe T., Shiraki A., Yoneshige A., Hiraga J., Kojima S., Ohkata K. Bull. Chem. Soc. Jpn. 73:2000;2115-2121.
12. Aib is α-amino-isobutyric acid, Boc is tert-butyloxycarbonyl.
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16. Malik, K. M. Chemometric and Quantum Mechanics for Analysing CD Spectra, Ph.D. Thesis, King's College London, 1997.
17. This is in contrast to the behaviour of polyalanine as an insoluble catalyst for asymmetric epoxidation of chalcone; under these different conditions it behaves only marginally worse than polyleucine. Juliá S., Masana J., Vega J.C. Angew. Chem., Int. Ed. Engl. 19:1980;929-931.
18. 7 and for homologues n=10 -16 4, 5 and n=5,5 -8, 8 6, 8, with the following default values: pH 7, temperature 278°C and ionic strength 0.1 M. Parameters are not available for Aib residues. Lacroix E., Viguera A.R., Serrano L. J. Mol. Biol. 284:1998;173-191.
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22. 2 was coupled with Fmoc-(L)-leucine (Fmoc, 9-fluorenylmethoxycarbonyl) using DCC. The Fmoc-peptide was deprotected with DBU in DMF and the efficiency of the coupling was confirmed by UV- spectrophotometry. The cycle was repeated to give polymers 9-11, 13.
23. For comparable heterogeneous catalysts see Berkessel A., Gasch N., Glaubitz K., Koch C. Org. Lett. 3:2001;3839-3842.