15N-NMR Spectroscopy, 15. The Structure of Streptomycin in Solution
β Scribed by Hull, William E. ;Kricheldorf, Hans R.
- Publisher
- John Wiley and Sons
- Year
- 1980
- Tongue
- English
- Weight
- 398 KB
- Volume
- 1980
- Category
- Article
- ISSN
- 0947-3440
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β¦ Synopsis
Abstract
The natural abundance ^15^NβNMR spectra of streptomycin and dihydrostreptomycin in aqueous solution at pH 5 show conclusively that the aldehyde group of streptomycin does not react with the methylamino or guanidino groups internally to form a fourβring structure. ^13^CβNMR data provide strong evidence that the aldehyde group forms a hydrate which is stabilized by the hydroxy group at Cβ3 of Lβstreptose.
π SIMILAR VOLUMES
The monoprotonated biguanides phenformin hydrochloride, buformin hydrochloride and metformin hydrochloride were investigated by 15 N NMR spectroscopy. The structure of all hydrochlorides is best described by a 1,3-diazabutadienic skeleton with three amino groups and its corresponding mesomeric forms