Chem Res Toxicol. 2007 May 5; [Epub ahead of print] Links
New Functions of Glucosamine as a Scavenger of the Lipid Peroxidation
Product Malondialdehyde.Fang C, Peng M, Li G, Tian J, Yin D.
Key Laboratory of Protein Chemistry and Developmental Biology of the
Ministry of Education, College of Life Sciences, Hunan Normal
University, Changsha 410081, Hunan, China.
Direct reaction between malondialdehyde (MDA) and glucosamine (GlcN)
was studied using high-performance liquid chromatography, liquid
chromatography/mass spectrometry, spectrophotometry, and
spectrofluorometry. The results indicated that GlcN reacted readily
with MDA at supraphysiological conditions to form different products,
such as a nonfluorescent enamine with an absorption peak at 281 nm
(product 1) and a lipofuscin-like fluorescent (Ex. 392 nm/Em. 454 nm)
1,4-dihydropyridine (product 2). GlcN also greatly inhibited the
formation of lipofuscin-like fluorescence induced by MDA reacted with
bovine serum albumin. The reaction of GlcN with MDA suggested a novel
anticarbonylation function of GlcN in pathophysiological situations
related to aging-related diseases and provided insight into the
reaction mechanism of GlcN in protecting proteins against carbonyl
stress.
--------------------------------------------------------------------------------
<<snip>>
The results indicated that these complexes could be used in
eliminating
the excess iron(III) in living organisms.
<<snip>>
J Inorg Biochem. 2002 Apr 28;89(3-4):212-8. Related Articles, Links
Aqueous and solid complexes of iron(III) with hyaluronic acid.
Potentiometric
titrations and infrared spectroscopy studies.
Merce AL, Marques Carrera LC, Santos Romanholi LK, Lobo Recio MA.
Departamento de Quimica, Universidade Federal do Parana, CP 19081,
Centro
Politecnico, Curitiba, 81531-990, Brazil. [email hidden]
The coordination of iron(III) ion to hyaluronic acid (Hyal) in
aqueous
solutions and solid state was accomplished by potentiometric
titrations
and
infrared spectroscopy. The potentiometric titration studies provided
the
binding constants for the complexes found in the systems and the
speciation of
these species according to the variation of pH values. The complexes
found
presented a complexing ability through both the chelating moieties of
Hyal (via
the N-glucosamine and D-glucoronic acid), showing no special
preference
for
either one while in solid state, but when in aqueous solution the
complexation
via the N-glucosamine moiety was the preferred, forming two complexed
species,
ML and ML(2) (log K(ML)=8.2 and log K(ML2)=7.9). The presence of a
mu-oxo
complex via the D-glucoronic acid was also detected in both aqueous
(log K=6.7)
and solid states via the N-glucosamine and D-glucoronic acid
simultaneously
linked to two Hyal chains. A structure for this latter complex was
suggested.
The results indicated that these complexes could be used in
eliminating
the
excess iron(III) in living organisms.
PMID: 12062125 [PubMed - indexed for MEDLINE]
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