Jennifer Woodman <Jennifer_Woodman@dfci.harvard.edu>
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Jen,
one possibility is on-resin disulfide cyclization, provided you use an
initial substitution level definitely lower than 0.1mmmol/g in order
to minimize intersite reactions leading to oligomeric material. Here
follow references (not exactly recent, but should still be useful) on
protecting groups/cyclization methods:
Albericio F. et al., Int J Peptide Protein Res 37, 402 (1991);
Munson M.C. et al., Peptide Research 6, 155 (1993);
Ploux O. et al., Int J Peptide Protein Res 29, 162 (1987);
De Rosa S. et al., Proceedings of the 23rd EPS, 285 (1995).
I hope this can be of some help.
Luisa
----------------------------------------------------------------------
Luisa Rusconi
Pharmacia & Upjohn
Biology Dept.
Biochemistry/Protein Chemistry Core Unit
Viale Pasteur, 10
20014 Nerviano (MI)
Italy
______________________________ Reply Separator _________________________________
Subject: Peptides
Author: Jennifer Woodman <Jennifer_Woodman@dfci.harvard.edu> at Internet-europe
Date: 22/02/2000 3:45 PM
Hello,
I was wondering if anyone out there could offer some advice on cyclic peptides.
We are currently working on a project that involves making a cyclic peptide in
which either the C or N terminus would be biotinylated. My concerns are:
I believe I will need the free amine group to cyclize the peptide and therefore
will not have a free amine group to biotinlate.
In addition, both the C and N terminus have a Cysteine. We were thinking that
we might be able to cyclize the peptide by forming a disulfide bond between the
two ends. That way, we might be able to use the free amine to biotinylate. If
this is a possibility, how do we selectively have the single peptide form a
disulfide bond between its two ends rather than having a chain formation.
I thank you for any advice,
Jen
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