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Lookup NU author(s): Hitesh Motwani, Emeritus Professor Bernard Golding
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Vitamin B-12, viz., cyano- or hydroxo-cobalamin, can be chemically or enzymatically converted into the derivatives methyl- and adenosyl-cobalamin, which are complex organometallic cofactors associated with several cobalamin-dependent enzymes. The reduced form of vitamin B-12, cob(I)alamin (Cbl(I)), obtained by reduction of hydroxocobalamin (OH-Cbl) with e.g. sodium borohydride, is one of the most powerful nucleophiles known. Cbl(I) was shown to react readily with the synthetic sweetener sucralose (1,6-dichloro-1,6-dideoxy-beta-D-fructofuranosyl-4-chloro-4-deoxy-alpha-D-galactopyranoside) in an aqueous system to form an alkylcobalamin (Suc-Cbl). This occurred by replacement of one of the three chlorine atoms of sucralose with a cobalamin moiety. The efficiency of trapping sucralose in presence of excess Cbl(I) was estimated to be > 90%. Furthermore, in an in vitro study using human liver S9 with NADPH regeneration, in presence of OH-Cbl and sucralose, Suc-Cbl was shown to be formed. The Suc-Cbl was characterized primarily by LC-ESI+-MS/MS. Given the human consumption of sucralose from food and beverages, such a reaction between the sweetener and reduced vitamin B-12 could occur in vivo. (C) 2010 Elsevier Ltd. All rights reserved.
Author(s): Motwani HV, Qiu SR, Golding BT, Kylin H, Tornqvist M
Publication type: Article
Publication status: Published
Journal: Food and Chemical Toxicology
Year: 2011
Volume: 49
Issue: 4
Pages: 750-757
Print publication date: 02/12/2010
ISSN (print): 0278-6915
ISSN (electronic): 1873-6351
Publisher: Pergamon
URL: http://dx.doi.org/10.1016/j.fct.2010.11.037
DOI: 10.1016/j.fct.2010.11.037
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