RE: PepSyn-?capping?

Breslav, Michael [PRI] (MBreslav@prius.jnj.com)
Mon, 27 Sep 1999 14:51:34 -0400

Jeni,
I guess this may have happened because you had a large access of HBTU which
may cap amino groups. I suggest that you increase the amount of the
N-protected amino acid and organic base or decrease the amount of HBTU. Also
you may try to increase the time of activation before coupling.
Michael Breslav
R.W.Johnson PRI
Spring House, PA

> -----Original Message-----
> From: Jeni Lauer-Fields [SMTP:jlauer@ACC.FAU.EDU]
> Sent: Monday, September 27, 1999 10:19 AM
> To: Recipients of ABRF List
> Subject: PepSyn-?capping?
>
> Hello,
>
> I have some questions for the synthetic experts out there. The last two
> peptides
> we've made have totally bombed. We're seeing an incredible amount of resin
>
> capping. I blamed the first failure on the presence of water in the
> HOBt/HBTU
> bottle or the DIEA bottle (both were changed just prior to synthesis). I
> remade
> the solutions with new dry bottles and the second synthesis was even
> worse. The
> good news is that we're incorporating a Lys(Dnp) residue so I can tell by
> looking at the resin that something went awry (not yellow enough). The bad
> news
> is that I can't tell from the monitor trace that there is a problem. A
> very
> small portion of the resin is synthesized to completion (as verified by
> MS).
>
> My questions are:
> 1) Am I wrong in thinking that water did this? Could it be something else?
> 2) We've opened no new reagents lately, so my guess is that something has
> gone
> bad. What is the most likely culprit? Our HOBt is the oldest, with HBTU
> second.
> The pip and DIEA are turned over so often they're never more than a month
> or two
> old.
>
> Thanks in advance for your assistance.
>
> Jeni
>
>
> Janelle Lauer-Fields
> Department of Chemistry & Biochemistry
> Florida Atlantic University
> 777 Glades Road
> Boca Raton, Florida 33431
> 561-297-2094/Fax 561-297-2759