2758 The Journal of Rheumatology 2009; 36:12; doi:10.3899/jrheum.090098
Personal non-commercial use only. The Journal of Rheumatology Copyright © 2009. All rights reserved.
Mercaptopyruvate Inhibits Tissue-Nonspecific Alkaline
Phosphatase and Calcium Pyrophosphate Dihydrate
Crystal Dissolution
JOVILV.A. KANNAMPUZHA, JINDRAH. TUPY, and KENNETH P.H. PRITZKER
ABSTRACT. Objective. The enzymatic activities of tissue-nonspecific alkaline phosphatase (TNAP) including
capacity to inhibit calcium pyrophosphate dihydrate (CPPD) crystal dissolution are known to be
inhibited by endogenous amino acids, notably cysteine. As cysteine is recognized as a strong TNAP
inhibitor, we investigated whether cysteine-related metabolites such as mercaptopyruvate (MPA)
could show similar enzyme inhibition effects and, if so, whether these effects might be synergistic
with cysteine at approximate physiologic concentrations of the amino acids.
Methods. We studied the inhibitory effects of MPA as well as MPA and cysteine combined in
equimolar concentrations on TNAP’s phosphatase, inorganic pyrophosphatase, and CPPD crystal
dissolution activities. Kinetic parameters V
max
,K
M
, concentration for 50% inhibition (I
50
), inhibitor
constant (K
I
), and specific activities calculated from initial velocity, Eadie-Hofstee, Simple, Dixon,
and secondary plots were used to assess enzyme inhibition.
Results. MPAsignificantly inhibited TNAP’s phosphatase and pyrophosphatase activities at 10× and
100× physiological concentrations. In the presence of calcium [Ca
2+
] and [Mg
2+
] = 1 mM, MPA
inhibited uncompetitively TNAP’s phosphatase activity and inhibited noncompetitively its
pyrophosphatase activity. CPPD crystal dissolution activity was also inhibited. Cysteine and MPA
together in equimolar concentrations inhibited TNAP enzyme activities and CPPD crystal dissolu-
tion much more effectively than MPAor cysteine alone, reducing CPPD dissolution to 38% of con-
trols at approximate physiologic inhibitor concentrations.
Conclusion. Endogenous amino acids like cysteine and its derivative MPA have the capacity to
inhibit TNAP activities at physiologic concentrations. Downregulation of their inhibiting concentra-
tion in the cartilage interstitial fluid environment may provide a therapeutic avenue to controlled dis-
solution of CPPD crystal deposition in tissues. (First Release Nov 1 2009; J Rheumatol 2009;36:
2758–65; doi:10.3899/jrheum.090098)
Key Indexing Terms:
ALKALINEPHOSPHATASE MERCAPTOPYRUVATE AMINO ACIDS
CALCIUM PYROPHOSPHATE ARTHRITIS CARTILAGE
From the Department of Pathology and Laboratory Medicine, Mount
Sinai Hospital; and Department of Laboratory Medicine and
Pathobiology, University of Toronto, Toronto, Ontario, Canada.
J.V.A. Kannampuzha, HBSc, MSc; J.H. Tupy, MSc; K.P.H. Pritzker, MD,
FRCPC, Professor, University of Toronto.
Address correspondence to Dr. K.P.H. Pritzker, Pathology and Laboratory
Medicine, Mount Sinai Hospital, 600 University Avenue, Room 6-500,
Toronto, Ontario M5G 1X5, Canada. E-mail: kpritzker@mtsinai.on.ca
Accepted for publication July 6, 2009.
Calcium pyrophosphate dihydrate crystal deposition disease
(CPPDD), a common form of arthropathy in the elderly, is
characterized by calcium pyrophosphate dihydrate (CPPD)
crystal deposition in the articular joints. Symptoms of
CPPDD include joint swelling and pain in the knees, wrists,
ankles, and other joints, and in some cases result in severe
disability. Also referred to as pseudogout, CPPDD can be
initially misdiagnosed as gouty arthritis, rheumatoid arthri-
tis, and osteoarthritis because of similar symptoms.
CPPD crystal deposition is restricted to articular connec-
tive tissues, preferentially affecting fibrocartilage, hyaline
cartilage, and tissues such as synovium and intervertebral
disc, which undergo fibrocartilaginous metaplasia. CPPD
crystals are very insoluble
1-3
. Therapy for CPPDD remains
nonspecific, for example, nonsteroidal antiinflammatory
drugs (NSAID) such as indomethacin or analgesics. Better
understanding of the disease mechanisms related to CPPD
crystal formation and dissolution appears to be a prerequi-
site to the development of novel specific treatment options.
Tissue-nonspecific alkaline phosphatase (TNAP) prefer-
entially hydrolyzes various monophosphate esters at alka-
line pH and pyrophosphates at a physiological pH = 7.4
4-6
.
Little is known about the physiological function of TNAP in
most tissues except that the bone isoenzyme has long been
thought to have a role in normal skeletal mineralization.
TNAP is located extracellularly, tethered to the outer cell
membrane by a phosphatidylinositol linkage. It is present on
the cell membrane of adult articular chondrocytes, particu-
larly in the mid and deep zones of articular cartilage.
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