The relationship between structure and activity of taurolin

Myers, E., Allwood, M.C., Gidley, M.J. and Sanders, J.K.M. (1980) The relationship between structure and activity of taurolin. Journal of Applied Bacteriology, 48 1: 89-96. doi:10.1111/j.1365-2672.1980.tb05210.x


Author Myers, E.
Allwood, M.C.
Gidley, M.J.
Sanders, J.K.M.
Title The relationship between structure and activity of taurolin
Journal name Journal of Applied Bacteriology   Check publisher's open access policy
ISSN 0021-8847
1365-2672
Publication date 1980-02
Sub-type Article (original research)
DOI 10.1111/j.1365-2672.1980.tb05210.x
Volume 48
Issue 1
Start page 89
End page 96
Total pages 8
Place of publication Oxford, United Kingdom
Publisher Wiley-Blackwell Publishing
Language eng
Abstract Taurolin [Bis(1,1-dioxo-perhydro-1,2,4 thiadiazinyl-4)methane] is an antimicrobial compound formed by the condensation of two molecules of taurine with three of formaldehyde. It has been suggested that it releases formaldehyde in contact with bacteria. Evidence from TLC, HPLC and NMR spectroscopy indicates that taurolin is mostly hydrolysed in aqueous solution to release one molecule of formaldehyde and two monomeric molecules (1,1-dioxo-perhydro-1,2,4-thiadiazine and its carbinolamine derivative). A stable equilibrium is established. Antibacterial activity is not entirely due to adsorption of free formaldehyde but also to reaction with a masked (or latent) formaldehyde, as the activity of taurolin is greater than formaldehyde. The monomer is only slightly active by comparison.
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Non-UQ
Additional Notes Article first published online: 18 March 2008.

Document type: Journal Article
Sub-type: Article (original research)
Collection: Centre for Nutrition and Food Sciences Publications
 
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Created: Wed, 16 Mar 2011, 20:38:06 EST