Training courses

Joseph Fernandez (fernaj@rockvax.rockefeller.edu)
Wed, 11 Mar 1998 08:47:51 -0500 (EST)

Jeff,
As no greybeards have answered yet I'll try. Both names are
probably correct: dehydroaminobutyric acid is the common name originating
from it source (rancid butter, butyrum in Latin) and has been used in
previous publications discussing phopho-threonine (Dedner et al, FEBS
Letters, 236, number 1, 77-82), and 2-amino-2-butenoic acid is the IUPAC
name. In addition the UIPAC name for dehydroalanine is 2-amino-propenoic
acid. 2-amino-2-butenoic acid exists as either/or cis and trans form,
while 2-amino-propenoic acid is one form. The cis and trans forms are
observed as the DTT adducts upon PTH analysis during the Edman chemistry
(several minor peaks for "dehydrothreonine", one peak for "dehyroalanine").
I guess it's all a matter of convenience or preference, no one I know of
calls acetic acid by its IUPAC name ethanoic acid or formic acid by methoic
acid.
Just because someone has no grey hair yet (at least last time I
checked), doesn't necessarily mean someone is not trained in organic
chemistry.

Joe

NY SPorts inconsequential: GO ST. JOHN'S UNIVERSITY IN THE NCAA. Home of
my old organic chem classes and where I met my wife.

>
>To: Jeffrey A Kowalak <jkowalak@codon.nih.gov>
>From: Joseph Fernandez <fernaj@rockvax.rockefeller.edu>
>Subject: Re: One for the grey beards
>Cc:
>Bcc:
>X-Attachments:
>
>>Hi Everyone,
>> I have a question for the grey beards/grey hairs. When
>>phosphoserine loses H3PO4, the product is called dehydroalanine. What is
>>the trivial name for the phosphothreonine analog? Dehydroaminobutyric
>>acid? 2-amino-2-butene-oic acid? A wise man (Ken Walsh) once told me that
>>most folks' limitation in biochemistry arises from their ignorance of
>>organic chemistry. Its a good thing ignorance isn't painful : ).
>>Best Regards,
>>Jeff Kowalak
>>
>>Jeffrey A Kowalak, Ph.D.
>>jkowalak@codon.nih.gov
>>
>>Section on Metabolic Analysis and Mass Spectrometry
>>National Institute of Child Health and Human Development
>>Building 10 Room 9D52
>>Bethesda MD 20892-1580
>>
>>telephone: 301-594-3678
>>facsimile: 301-480-5795
>
>
>

Joseph Fernandez
Associate Director
The Rockefeller university
Protein/DNA Technology Center
1230 York Ave. New York, NY 10021
Phone: (212)-327-8869
FAX : (212)-327-8620
email: fernaj@rockvax.rockefeller.edu
Lab Web Page: http:\\pdtc.rockefeller.edu