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Reagent: 2-NBDG
Monitoring Glucose Uptake
into Single, Living, & Malignant Cells
A
fluorescent glucose derivative was first developed for
measurement of glucose uptake activity in E. coli and for
rapid determination of non-culture counts of bacteria.1
2-[N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2deoxyD-glucose (2-NBDG), accumulates in living but not dead cells and
allows for analysis of glucose uptake into cells in real time.
Discovery that 2-NBDG uptake into E.coli
and C. albicans was blocked by d- but not lglucose, indicated the involvement of glucose
transporters (GLUTS) for entry into cells. This
was later confirmed in studies where 2-NBDG
treatment of cells overexpressed with GLUT2
led to significant increase in fluorescence
compared to mock-transfected cells.2
OH
O
HO
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CODE
CKG-23003-v
Over time, 2-NBDG is metabolized to a
phosphorylated fluorescent derivative and
decomposed to a non-florescent one in
NO2
cells.9 Therefore, fluorescent intensity is a
representation of equilibrium of generation and
decomposition of 2-NBDG and the fluorescent
N
N
metabolite.10 The intracellular fate of 2-NBDG
O
could limit its application, and studies should
be carefully performed and interpreted. Despite
this limitation, recent studies indicate the
fluorescent analog can be useful in studies involving mammalian
as well as cancer cells, and may help to further understanding of
the role glucose in various diseases.
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The use of this fluorescent analog for
2-NBDG
quantifying glucose uptake was further
expanded to mammalian cells and focused on
understanding glucose metabolism, insulin
signaling events, and role of glucose on tumor growth. Lanner, et
al., utilized 2-NBDG to determine the role of calcium in insulinmediated glucose uptake in skeletal muscles.3 Also 2-NBDG has
been most recently used to study glucose uptake and consumption
by malignant cancer cells. Cancer cells change metabolism by
CKG-23002-v
altering glycolysis, which causes an increase glucose consumption
and glucose conversion to lactic acid during this process. Lactic
acid build-up contributes to invasion and metastasis while
suppressing adequate immune response, further contributing to
ideal conditions for tumor growth .4-6 O’Neil recently demonstrated uptake of 2-NBDG into malignant cells could be used to
monitor glucose in cells, and others have used
this method to monitor glucose uptake in order
to study the effects of diet on tumor growth.7,8
PRODUCT
QTY
2-NBDG
2-[N-(7-Nitrobenz-2-Oxa-1,3-Diazol-4-yl)Amino]-2- Deoxy-d-Glucose
(M.W. 342.26) C12H14N4O8
Reagent for Monitoring Glucose Uptake into Single, Living Cells
0.5 mg vial
2-NBDLG
0.5 mg vial
2-[N-(7-Nitrobenz-2-Oxa-1,3-Diazol-4-yl)Amino]-2-Deoxy-l-Glucose
(M.W. 342.26) C12H14N4O8
Control Substrate for 2-NBDG
T. Yamamoto, Y. Nishiuchi, T. Teshima, H. Matsuoka, and K. Yamada, Tetrahedron Lett.,
49, 6876 (2008). (Original)
K. Yamada, M. Saito, H. Matsuoka, and N. Inagaki, Nature Protocols, 2, 753 (2007).
(Protocols for Measurement)
• This compound is distributed through Peptide Institute, Inc. under the license of
Hirosaki University Graduate School of Medicine,
Tokyo University of Agriculture and Technology, and the Peptide Institute, Inc
1.
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10.
K. Yoshioka, et al., Biochem. Biophys. Acta, 1289, 5 (1996).
K. Yamada, et al., J. Biol. Chem., 75, 22278 (2000).
J.T. Lanner, et al., Diabetes, 55, 2077 (2006).
R. Stern, S. Shuster, B.A. Neudecker, and B. Formby, Exp. Cell. Res., 276, 24 (2002).
S. Walenta, et al., Cancer Res., 60, 916 (2000).
K. Fischer, et al., Blood, 109, 3812 (2007).
R.G. O’Neil, L. Wu, and N. Mullani, Mol. Imaging Biol., 7, 388 (2005).
C. Otto, et al., BMC Cancer, 8, 122 (2008).
K. Yoshioka, et al., Biosci. Biotechnol. Biochem., 60, 1899 (1996).
K. Yamada, et al., Nature Protocols, 2, 753 (2007).
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