Re: Add farnesyl?/Pep's

From: David A. Schooley (schooley@med.unr.edu)
Date: Fri Mar 17 2000 - 16:01:48 EST


Millie-
        At least the farnesyl chain needs to be put on by reaction of
the free sulfhydryl Cys, presumably at pH 8 like other Cys
alkylations, with farensyl bromide. Here is a reference which may be
of use:
Naider F. R. and Becker J. M. (1997) Synthesis of prenylated peptides
and peptide esters. Biopolymers 43, 3-14,

  Modification of the cysteine sulfur in peptides and proteins to a
thioether is a recently described posttranslational event that
results in the incorporation of farnesyl and geranylgeranyl moieties.
The increased lipophilicity accompanying these modifications often
causes localization of the resulting protein to the membrane and may
be essential for biological activity. Methods are described to
chemically and biochemically synthesize farnesylated and
geranylgeranylated peptides and proteins from microgram to gram
quantities. Conditions for thioalkylation include acidic, neutral,
and basic media. The ability to readily form peptidyl-thioethers will
greatly facilitate studies of biologically important proteins and
peptides containing isoprenyl moieties.

David

David A. Schooley
Dept. of Biochemistry/330
Univ. of Nevada
Reno, NV 89557
schooley@unr.edu
tel: (775) 784-4136; fax (775) 784-1419
NOTE NEW AREA CODE: Mandatory after 5/15/99



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