Message-Id: <s2e5e58a.074@gunet.georgetown.edu>
Date: Wed, 22 Jan 1997 09:59:07 -0500
From: Margaret Schott <SCHOTTM@gunet.georgetown.edu>
Subject: Re: Reduction by TCEP -Reply
To: Recipients of ABRF List <abrf@aecom.yu.edu>
On the TCEP reduction mechanism (for what this late response is worth!),
there's an earlier reference in Methods in Enzymology (1977) by Ruegg
and Rudinger, Vol. XLVII (page 111) that contains some interesting tid-bits
along with a mechanism, for instance:
"...tris(2-carboxyethyl)phosphine and tris(hydroxymethyl)phosphine
appear to be much less reactive than tributylphosphine"
"iodo- and bromoacetic acid and their amides react with tributyl
phosphine to form a quarternary phosphinium salt. This is much less
reactive than tributyl phosphine, and it is therefore advisable to carry out
reduction and alkylation in two steps."
[Speaking of reducing agents, the original article on the synthesis of DTT
by W.W.Cleland in Biochemistry (1964) makes for interesting reading!]
Margaret E. (Peggy) Schott, PhD
Research Instructor, Georgetown University
Macromolecular Synthesis & Sequencing Shared Resource
E401 Research Building, 3970 Reservoir Rd, NW
Washington, DC 20007-2197
(202) 687-1684 phone
(202) 687-7505 FAX
email: Schottm@gunet.georgetown.edu