Re: pep syn/p-ser

Gautam Sarath (gsarath@unlinfo.unl.edu)
Fri, 16 Jan 1998 09:57:49 -0600 (CST)

>hello all,
>
>I wish to synthesize a peptide containing one phospho-ser. I was hoping
>to purchase the bzl protected fmoc-(po)ser from Novobiochem but they are
>backordered until March. Bachem sells an unprotected p-ser and Chemimpex
>sells another protection scheme with no cleavage condition suggestions.
>
>My question to you is then, has anyone ever used the unprotected p-ser?
>what about the Chemimpex product? what conditions did you use?
>
>Your help is much appreciated.
>
>Jane Nagel
>
>****************************************************
>*Jane Nagel MSc (Med Chem), BSc Pharm *
>*BioTools Inc. Laboratory Services *
>*E-mail: jane@biotools.com *
>*Mobile phone:403-906-0284 *
>*Lab:403-432-6461......fax 403 423-1333 *
>****************************************************

Dear Jane: You need to have protected p-ser, unless this is the terminal
residue, in which case use the boc derivative. Ther will be beta
elimination when using base and losses and overall yields will be poor or
non-existant. Anaspec also sells the fmoc-p-ser-benzyl derivatives and
their material is good. I have used protected p-ser from various suppliers
and novabiochem and Anaspec have worked very well. Also use a four-fold
excess with HATU coupling for about 1 to 2 hours. This is really slick on
the new Pioneer system, but should work well on all other automated
systems. We have had much poorer yields when attempting to make
phosphopeptides manually. good luck, gautam

Gautam Sarath
N-226, Beadle center
Protein Core Facility
Department of Biochemistry
University of Nebraska-Lincoln
Lincoln, NE 68588-0664
Phone: 402-472-2928
FAX: 402-472-7842