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Hybrid Bioorganic–Inorganic Materials Prepared by Site‐Specific Ligation of Peptides to Functionalized Polydisperse Silica Particles
Author(s) -
Joly Pascal,
ArdèsGuisot Nicolas,
Kar Samiran,
Granier Michel,
Durand JeanOlivier,
Melnyk Oleg
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400839
Subject(s) - semicarbazide , chemistry , hydrazone , stoichiometry , peptide , combinatorial chemistry , peptide fragment , chemical ligation , polymer chemistry , organic chemistry , biochemistry
We describe the synthesis of semicarbazide‐ or glyoxylyl‐functionalized polydisperse silica particles and their use for the preparation of hybrid polypeptide–silica materials. The peptides were attached to the surface of functionalized silicas by site‐specific α‐oxo hydrazone or semicarbazone ligation. The reaction of semicarbazide silicas with a model glyoxylyl peptide was found to be very efficient under stoichiometric conditions and led to ligation yields of about 90 %. The use of glyoxylyl silicas and of hydrazinoacetyl peptides led to lower yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)