Formation
and Occurrence of Iodinated Tyrosyl Dipeptides
in Disinfected Drinking Water
Version 3 2019-02-28, 09:13
Version 2 2018-08-09, 18:22
Version 1 2018-03-13, 16:49
Posted on 2019-02-28 - 09:13
Iodinated disinfection byproducts
(I-DBPs) are highly toxic, but
few precursors of I-DBPs have been investigated. Tyrosine-containing
biomolecules are ubiquitous in surface water. Here we investigated
the formation of I-DBPs from the chloramination of seven tyrosyl dipeptides
(tyrosylglycine, tyrosylalanine, tyrosylvaline, tyrosylhistidine,
tyrosylglutamine, tyrosylglutamic acid, and tyrosylphenylalanine)
in the presence of potassium iodide. High resolution mass spectrometry
and tandem mass spectrometry (MS/MS) analyses of the benchtop reaction
solutions found that all seven precursors formed both I- and Cl-substituted
tyrosyl dipeptide products. Iodine substitutions occurred on the 3-
and 3,5-positions of the tyrosyl-phenol ring while chlorine substituted
on the free amino group. To reach the needed sensitivity to detect
iodinated tyrosyl dipeptides in authentic waters, we developed a high
performance liquid chromatography (HPLC)-MS/MS method with multiple
reaction monitoring mode and solid phase extraction. HPLC-MS/MS analysis
of tap and corresponding raw water samples, collected from three cities,
identified four iodinated peptides, 3-I-/3,5-di-I-Tyr-Ala and 3-I-/3,5-di-I-Tyr-Gly,
in the tap waters but not in the raw waters. The corresponding precursors,
Tyr-Ala and Tyr-Gly, were also detected in the same tap and raw water
samples. This study demonstrates that iodinated dipeptides exist as
DBPs in drinking water.
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Huang, Guang; Jiang, Ping; Jmaiff Blackstock, Lindsay K.; Tian, Dayong; Li, Xing-Fang (2018). Formation
and Occurrence of Iodinated Tyrosyl Dipeptides
in Disinfected Drinking Water. ACS Publications. Collection. https://doi.org/10.1021/acs.est.7b06276
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AUTHORS (5)
GH
Guang Huang
PJ
Ping Jiang
LJ
Lindsay K. Jmaiff Blackstock
DT
Dayong Tian
XL
Xing-Fang Li