N. Belcheva et al., SYNTHESIS AND CHARACTERIZATION OF POLYMER-(MULTI)-PEPTIDE CONJUGATES FOR CONTROL OF SPECIFIC CELL-AGGREGATION, Journal of biomaterials science. Polymer ed., 9(3), 1998, pp. 207-226
A new synthetic approach has been applied to obtain novel di-, tetra-,
and (multi)-peptide containing polymer conjugates in quantitative yie
lds with a high degree of conjugation. Bis-(N-hydroxysuccinimidyl) est
ers of PEG (M-w = 200, 600, 1400, 2000, and 3400) were synthesized and
studied in a condensation reaction with synthetic peptides: glycine-g
lycine-tyrosine-arginine (GGYR), a model peptide, and glycine-arginine
-glycine-aspartic acid-tyrosine (GRGDY), a sequence known to promote c
ell adhesion and aggregation Tetra-substituted derivatives of PEG-base
d conjugates were synthesized by coupling L-aspartic acid and L-aspart
yl-L-phenylalanine through a condensation procedure in organic media.
Poly(acrylic acid) and co-polymers (M-w = 2000 and 5000) were studied
as a model of multifunctional linear polymers in the reaction with L-t
ryptophan and GGYR. Alternative polymer-(multi)peptide conjugates were
successfully synthesized using Starburst(R) dendrimer PAMAM (G = 3),
'short' and 'long'-chain PEG-based active esters and GRGDY. The struct
ure of the intermediate precursors and peptide-conjugates was confirme
d by spectral (UV-Vis, FTIR, H-1-NMR) and chromatographic (RP-KPLC and
SEC) methods. By varying the properties of the interconnecting polyme
r -- such as hydrophobicity, molecular weight, and functionality -- a
set of polymer-GRGDY conjugates was synthesized.