Tris Buffer Reactivity with Low-Molecular-Weight Aldehydes: NMR Characterization of the Reactions of Glyceraldehyde-3-Phosphate
✍ Scribed by W.A. Bubb; H.A. Berthon; P.W. Kuchel
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 575 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0045-2068
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✦ Synopsis
Tris (2-amino-2-hydroxymethylpropane-1,3-diol) reacts with aldehydes of low molecular weight in aqueous solutions to give products whose NMR spectral properties are inconsistent with the formation of the expected Schiff base. High-field ({ }^{1} \mathrm{H}) and ({ }^{13} \mathrm{C}) NMR spectra of a solution of Tris and glyceraldehyde 3-phosphate indicated initial formation of 2 -( (\beta)-phosphoglycolyl)-4,4-bis(hydroxymethyl)1,3-oxazolidine, which was then converted to condensation products of Tris and methylglyoxal, accompanied by deuterium exchange when the solvent was ({ }^{2} \mathrm{H}_{2} \mathrm{O}). Acetaldehyde and benzaldehyde were used as model substrates which yielded more stable oxazolidines in their reactions with Tris. O 1995 Academic Press, Inc.