Abstract:
:The structure of the adduct formed by reaction of acetaldehyde and Met5-enkephalin has been determined by analysis of 400-MHz proton spectra: two-dimensional J spectroscopy was used to resolve and measure virtually all the overlapping resonances, and decoupling difference spectroscopy was used to assign the resonances. Suitable manipulation of the two-dimensional data allowed analysis of alpha-CH resonances which were completely buried under a water signal and of amide NH resonances which overlapped in both dimensions. The adduct was shown to be a mixture of two diastereoisomers, each containing a 2-methylimidazolidin-4-one ring formed by condensation of an acetaldehyde molecule with the N-terminal amino group and Gly2 amide nitrogen. Analysis of the NMR data suggests that the folded conformation characteristic of native enkephalins in dimethyl-d6 sulfoxide is not important in these derivatives.
journal_name
Biochemistryjournal_title
Biochemistryauthors
Gidley MJ,Hall LD,Sanders JK,Summers MCdoi
10.1021/bi00516a033subject
Has Abstractpub_date
1981-06-23 00:00:00pages
3880-3issue
13eissn
0006-2960issn
1520-4995journal_volume
20pub_type
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