From: benoiton@aix1.uottawa.ca
Date: Thu, 16 Jan 1997 11:50:00 -0500 (EST)
Subject: Re: pepsyn
In-Reply-To: <61BFF7D6999@ladybird.helsinki.fi>
Message-Id: <Pine.A41.3.95.970116114502.72176A-100000@aix1.uottawa.ca>
To: Recipients of ABRF List <abrf@aecom.yu.edu>
In answer to two requests for references on pyroglutamates:
NL Benoiton/F Chen Int. J. Pept. Prot. Res. 43, 321-324 1994.
"Fmoc-pyroglutamate. Preparation of the acid, chloride and succinimidyl
ester." Fmoc-Glu-OH is converted by thionyl chloride into the
dichloride, which spontaneously cyclizes to Fmoc-pGlu-Cl, that is stable
in water. Water destroys unreacted dichloride by converting it into the
oxazolone. The other two derivatives are obtained by i. acid hydrolysis,
ii. reaction of the acid chloride with HONSu.
T Azirtes Peptides 1994 (EPS-23, Portugal) p195-6. "Synthesis of
racemate-free Boc-pyroglutamate". Boc-Pro-OH is oxidized with potassium
permanganate.
Z-pGlu-OH and Boc-pGlu-OH were previously obtained by treatment of the
ROCO-Glu internal anhydrides with dicyclohexylamine (Liebig's Annalen der
Chimie 640, p145, 1961; 673, p196, 1964)
I doubt that either of these is commercially available.
Leo Benoiton - University of Ottawa
On Thu, 16 Jan 1997, Kantor-Aaltonen Carmela wrote:
> Dear Leo Benoiton,
> I would be interested in getting a reference for the Boc and Fmoc -
> pyroglutamic acids, which are commercially available. I have been
> going through catalogues without finding them.
> Thank You Cami Kantor
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> ----------------------------------------------------------------------
> Carmela Kantor-Aaltonen
> Division of Biochemistry
> Department of Biosciences
> University of Helsinki
> Finland
> tel. +358-9-70859035
> fax. +358-9-70859068
> Email: Carmela.Kantor-Aaltonen@Helsinki.fi
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