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Tiêu đề Pyruvate reduces DNA damage during hypoxia and after reoxygenation in hepatocellular carcinoma cells
Tác giả Emilie Roudier, Christine Bachelet, Anne Perrin
Trường học Université de Montréal
Chuyên ngành Biochemistry and cell biology
Thể loại Scientific report
Năm xuất bản 2007
Thành phố La Tronche
Định dạng
Số trang 11
Dung lượng 319,52 KB

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Results HepG2 cells have greater pyruvate requirements under hypoxic conditions Pyruvate content was quantified in cell culture medium under normoxic and hypoxic conditions, and in the ab

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reoxygenation in hepatocellular carcinoma cells

3Emilie Roudier*, Christine Bachelet and Anne Perrin

Unite´ de Biophysique Cellulaire et Mole´culaire, IFR ‘RMN biome´dicale: de la cellule a` l’homme’, CRSSA, BP 87, La Tronche, France

Pyruvate, as well as lactate, is an end-product of

gly-colysis Its production is enhanced in tumor cells,

where high rates of aerobic glycolysis, historically

known as the Warburg effect, are observed [1] It is

only lately that pyruvate has been described as playing

an important role in cancer progression First of all,

alterations in components of pyruvate metabolism

have been reported in tumor cells, and appeared to

increase cancer cell proliferation [2,3] Moreover,

recent evidence supports a novel role of pyruvate in

metabolic signaling in tumors Pyruvate has been

reported to promote hypoxia-inducible factor (HIF-1)

stability and activate HIF-1-inducible gene expression

This can promote the malignant transformation and

survival of cancer cells [4,5] Pyruvate also exhibits

strong angiogenic activity in vitro and in vivo and

positively affects angiogenic processes [6] As the angiogenic switch is a crucial event in tumorigenesis, pyruvate may be important for cancer progression All together, these findings suggest that pyruvate could induce the molecular signaling usually caused by hypoxia

Chronic or transient hypoxia in the tumor is induced

by heterogeneous bloodflow resulting from impaired vascularization [7] Tumor cells are often exposed to shorter or longer periods of hypoxia or ischemia fol-lowed by reoxygenation or recirculation An adaptive response of cancer cells takes place through multi-faceted changes [8], which are mainly coordinated by HIF-1 [9] The outcome is clonal selection of the tumor cells that are most resistant and well adapted to hypoxia [10] Many alterations occur that induce

Keywords

DNA damage; glutathione; hypoxia;

pyruvate; reoxygenation

Correspondence

A Perrin, CRSSA ⁄ RBP, Unite´ de

biophysique cellulaire et mole´culaire, 24

Avenue des Maquis du Gre´sivaudan, BP 87,

38702 La Tronche Cedex, France

2 Fax ⁄ Tel: + 33 4 76 63 68 79

E-mail: aperrin@crssa.net

*Present address

De´partement de kine´siologie, Universite´ de

Montre´al, Canada

(Received 5 July 2007, revised 10 August

2007, accepted 14 August 2007)

doi:10.1111/j.1742-4658.2007.06044.x

Pyruvate is located at a crucial crossroad of cellular metabolism between the aerobic and anaerobic pathways Modulation of the fate of pyruvate,

in one direction or another, can be important for adaptative response to hypoxia followed by reoxygenation This could alter functioning of the antioxidant system and have protective effects against DNA damage induced by such stress Transient hypoxia and alterations of pyruvate metabolism are observed in tumors This could be advantageous for cancer cells in such stressful conditions However, the effect of pyruvate in tumor cells is poorly documented during hypoxia⁄ reoxygenation In this study, we showed that cells had a greater need for pyruvate during hypoxia Pyruvate decreased the number of DNA breaks, and might favor DNA repair We demonstrated that pyruvate was a precursor for the biosynthesis of thione through oxidative metabolism in HepG2 cells Therefore, gluta-thione decreased during hypoxia, but was restored after reoxygenation Pyruvate had beneficial effects on glutathione depletion and DNA breaks induced after reoxygenation Our results provide more evidence that the a-keto acid promotes the adaptive response to hypoxia followed by reoxy-genation Pyruvate might thus help to protect cancer cells under such stressful conditions, which might be harmful for patients with tumors

Abbreviations

GSH(c-glutamyl), c-glutamyl glutathione; HIF-1, hypoxia-inducible factor; PCA, perchloric acid; ROS, reactive oxygen species.

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deleterious effects, such as resistance to anticancer

treatment, tumor growth, and metastasis development

[11,12] Moreover, they allow survival under low

par-tial pressure of oxygen

One of the alterations induced by hypoxia involves

modifications of glutathione metabolism Glutathione

is an important intracellular antioxidant and redox

potential regulator that plays a vital role in drug

detoxification and in cellular protection against

damage by free radicals, peroxides, and toxins [13]

Hypoxia enhances the expression of c-glutamylcysteine

synthetase [14] and glutathione transferase [15] in

can-cer cells Such alterations of the glutathione system

can enhance survival of cancer cells

In general, hypoxia and reoxygenation may induce

important modifications to the functioning of the

antioxidative system Multilevel adaptation to oxidative

damage could then follow, tending to enhance

protec-tive mechanisms This could have beneficial effects on

protection against DNA damage [16] Pyruvate may

play a role in this adaptive response This has been

intensively studied in normal cells and tissues, such as

heart, liver, and brain Generally, this a-keto acid is

associated with protective effects against hypoxia and

reoxygenation This is mainly ascribed to its ability to

maintain redox status [17], intervening in the DNA

repair system [18–20] and restoring antioxidant

capaci-ties [21–26] This adaptive response, beneficial in the

case of normal cells and tissues, could become

deleteri-ous for tumor carriers when it takes place in malignant

cells [27,28] However, the role of pyruvate during

hypoxia is poorly documented in cancer cells

We previously showed that pyruvate could favor the

glycolytic pathway from glucose to lactate in glial and

hepatic cells underhypoxic conditions [29] We now

investigated whether such an effect might affect the

adaptive response of tumor cells to hypoxia and

reoxy-genation We particularly focused on the antioxidant

system, in particular glutathione metabolism, and on

studying DNA damage The metabolism of glutathione

and DNA breaks were investigated in hepatocellular

carcinoma HepG2 cells cultivated with or without

pyruvate during and after hypoxia

In the present study, we showed that cells had a

greater need for pyruvate during hypoxia Pyruvate

decreased DNA breaks and might favor DNA repair

We demonstrated that pyruvate was a precursor for

the biosynthesis of glutathione through oxidative

metabolism in HepG2 cells Therefore, glutathione

decreased during hypoxia, but was restored after

reox-ygenation Pyruvate had beneficial effects on

glutathi-one depletion and DNA breaks induced after hypoxia

Our results provide more evidence that a-keto acids

promote adaptative responses to hypoxia followed by reoxygenation Pyruvate might thus help to protect of cancer cells during such stressful conditions, which might be harmful for patients with tumors

Results HepG2 cells have greater pyruvate requirements under hypoxic conditions

Pyruvate content was quantified in cell culture medium under normoxic and hypoxic conditions, and in the absence and presence of pyruvate (0.8 mm) in the cul-ture medium (Fig 1) Total oxygen depletion was com-plete after 1 h of incubation in the anaerobic jar (see Experimental procedures) The detection limits of the assay did not allow measurement of intracellular pyru-vate

Under normoxic conditions and in the absence of pyruvate, HepG2 cells produced and secreted pyruvate The extracellular level rose linearly up to 2.2 lmolÆ

mg)1protein after 6 h, corresponding to 0.4 mm in the culture medium When added to the culture medium, the cells consumed pyruvate, with its concentration decreasing slightly and linearly from 0.75 mm to 0.63 mm between 0 and 6 h of incubation

Under hypoxic conditions, and in the absence of exogenous pyruvate, pyruvate excretion by the cells remained identical to that seen under normoxia for the first hour and slowed down during the second hour After 1–2 h of incubation (depending on the experi-ments, data not shown), HepG2 cells stopped secreting pyruvate and consumed it, as shown by the decrease in pyruvate concentration After reoxygenation (data not shown), the production of pyruvate started again until

0.0 0.1 0.2 0.3 0.4 0.5 0.6 0.7 0.8 0.9

0 1 2 3 4 5 6

Time (hours)

Normoxia with pyruvate Normoxia without pyruvate

Hypoxia with pyruvate Hypoxia without pyruvate

Fig 1 Extracellular pyruvate content in culture medium of HepG2 cells under normoxia (in dark) and hypoxia (in white) when exoge-nous pyruvate (0.8 m M ) is present (circles) or not present (square) The level of extracellular pyruvate was quantified every hour Val-ues are means ± SD of three independent experiments.

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a level of approximately 0.4 mm was reached When

added to the culture medium, exogenous pyruvate

disappeared linearly at a higher rate than under

norm-oxia up to 3 h, and then more rapidly from 3 to 5 h of

incubation The concentration stabilized at 0.4 mm

The cells seemed to adjust between production and

consumption of pyruvate in order to maintain the

extracellular pyruvate level at about 0.4 mm in the

cul-ture medium This level was maintained after 6 h (data

not shown) This could not be achieved under hypoxia

when no exogenous pyruvate was added Moreover,

these data show that HepG2 cells have a higher uptake

of pyruvate under hypoxic conditions

Pyruvate decreases oxidative stress during

hydrogen peroxide exposure

Antioxidative properties have been widely ascribed to

pyruvate We therefore investigated whether pyruvate

might have those antioxidant capacities in our

experi-mental conditions

HepG2 cells were cultivated in medium enriched

with 5.5 mm glucose in the absence and presence of

pyruvate (0.8 mm) Cells were exposed to increasing

doses of hydrogen peroxide from 25 to 300 lm

Figure 2 shows the level of reactive oxygen species

(ROS) in HepG2 cells with and without pyruvate

The ROS level was lowered in the presence of

pyru-vate for the range of concentrations from 75 to

300 lm hydrogen peroxide At 240 lm exposure and

after normalization to a control without any cells

(100%), the levels of ROS were 71% and 54% for cells

incubated without and with pyruvate, respectively

In our experimental conditions, pyruvate could thus

decrease the generation of oxidative stress induced by

hydrogen peroxide in HepG2 cells and may also have played a direct antioxidant role in HepG2 cells

Exogenous pyruvate protects DNA under hypoxia and after reoxygenation

We wondered whether the increased pyruvate uptake might be related to a protective effect against the con-sequences of hypoxic stress As both hypoxia and reox-ygenation have been reported to induce DNA damage [30–32], we examined the effects of pyruvate addition during hypoxia and after reoxygenation on DNA damage

HepG2 cells were incubated for 6 h under normoxic and hypoxic conditions without and with pyruvate (0.8 mm) DNA fragmentation was estimated with the comet assay The assay was carried out immediately after the 6 h incubation period, and then 1 and 2 h after reoxygenation of the cell cultures (Fig 3)

Under normoxia, DNA fragmentation remained unchanged irrespective of the condition (with or with-out pyruvate) or incubation time

After 6 h under hypoxia and in the absence of pyru-vate, an increase in DNA fragmentation was observed This increase was not observed in the presence of pyruvate One hour after reoxygenation, DNA frag-mentation reached a maximum in both the absence and the presence of pyruvate, and thereafter decreased The increase induced by 1 h of reoxygenation was lower in the presence of 0.8 mm pyruvate, although

10000

12000

0

2000

4000

6000

8000

with pyruvate without pyruvate

H 2 O 2 (µM)

Radical oxygen species (fluorescence units / s)

Fig 2 Pyruvate decreases the level of ROS in the medium of

HepG2 cells exposed to hydrogen peroxide HepG2 cells were

incu-bated with 5.5 m M glucose in the presence of 0.8 m M pyruvate,

and exposed to increasing doses of hydrogen peroxide (from 0 to

300 l M ) Levels of ROS were estimated by spectrofluorometry

using 2¢,7¢-dichlorodihydrofluoresceine bi-acetate The data are from

one representative experiment.

0 5 10 15 20 25 30 35

40

6 h

6 h + 1 h reoxygenation

6 h + 2 h reoxygenation

Normoxia without pyruvate

Normoxia with pyruvate

Hypoxia without pyruvate

Hypoxia with pyruvate

*

*

*

Conditions

DNA fragmentation (Tail extent moment)

Fig 3 Effect of pyruvate on DNA fragmentation induced by hypoxia and reoxygenation in HepG2 cells Cells were incubated for

6 h with glucose (5.5 m M ) in the absence and presence of pyruvate (0.8 m M ) under normoxic or hypoxic conditions Thereafter, cells exposed to hypoxia were incubated under normoxic conditions (reoxygenation) for 1 or 2 h Other conditions and statistical calculations are described under Experimental procedures Values are means ± SD, and P-values ¼ 0.05 are compared in the following way: *hypoxia versus normoxia;  with versus without pyruvate

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nonsignificant After 2 h of reoxygenation, DNA

dam-age returned to normoxic levels in the cells treated

with 1 mm pyruvate, whereas it remained higher in

nontreated cells (47%)

These results show that the presence of pyruvate

significantly reduces DNA fragmentation induced by

hypoxia and reoxygenation Moreover, the comet

assay has recently been described as an efficient

method for detecting DNA repair [33] We therefore

concluded that, after reoxygenation, HepG2 cells

culti-vated with pyruvate repair DNA damage sooner

Exogenous pyruvate restores glutathione levels

after reoxygenation but is ineffective at

maintaining glutathione levels during hypoxia

Glutathione is one of the main antioxidant compounds

in the cell, and it is also essential for DNA synthesis

and repair [34] We wondered whether the beneficial

effect of pyruvate on DNA damage could be mediated

by glutathione To answer this question, we analyzed

the effect of pyruvate on the glutathione content of

HepG2 cells during hypoxia and after reoxygenation

HepG2 cells were incubated for 6 h under normoxic

and hypoxic conditions in the absence and presence of

pyruvate (0.8 mm) Thereafter, hypoxic cells were

re-incubated under normoxic conditions (reoxygenation)

The total intracellular glutathione content (oxidized

and reduced forms) was assayed in the cells

immedi-ately after incubation (6 h), and 1 and 2 h after

reoxy-genation (Fig 4)

Under normoxia, intracellular reduced and oxidized

glutathione levels remained unchanged irrespective of

the presence of pyruvate and incubation time After

6 h under hypoxia, the glutathione content decreased

by approximately 50%, independently of the presence

of pyruvate This profile remained unchanged after 1 h

of reoxygenation After 2 h of reoxygenation, a clear

difference was observed between cells incubated with

and without pyruvate When pyruvate was lacking, the

glutathione levels remained significantly low, whereas

in the presence of the a-keto acid, the glutathione level

was restored

Pyruvate is a precursor of glutathione under

normoxia

To further investigate the effects of pyruvate on

gluta-thione content during hypoxia, we examined pyruvate

metabolism using 13C-NMR The distribution of 13C

labeling was analyzed after incubation of HepG2 cells

in a culture medium containing [13C3]pyruvate, under

normoxia and hypoxia, for 6 h

[13C3]Pyruvate mainly led to the production of

13C-enriched lactate, alanine, glutamate, glutamine and glutathione as previously described (data not shown)

13C-enriched glutamine and glutamate was concomi-tant with the increased abundance of enriched lactate and alanine This is due to the blockade of the tricar-boxylic acid cycle induced by lack of oxygen We examined the peaks corresponding to the glutathione carbons, and quantified the relative abundance of the corresponding molecules under hypoxia and normoxia (Fig 5A) Incubation with [13C3]pyruvate resulted in labeling of [13C2]c-glutamyl glutathione [GSH(c-glut-amyl)], [13C4]c-glutamyl glutathione and [13C3 ]c-glutamyl glutathione Peaks corresponding to [13C3]glutamine and [13C3]GSH(c-glutamyl) were indis-tinguishable, as were those corresponding to [13C2 ]glu-tamine and [13C2]GSH(c-glutamyl) The presence of [13C4]GSH(c-glutamyl) indicated that HepG2 cells con-sumed pyruvate to form glutathione under normoxia Hypoxia induced decreases, respectively, of 92% and 82% in 13C2 and 13C3 glutamine⁄ glutathione peak intensities The [13C4]glutathione peak was reduced by 85% This dramatic decrease indicated that hypoxia induced strong inhibition of the glutathione synthesis pathway from pyruvate

We also analyzed intracellular glutathione (oxidized and reduced form) by enzymatic assay during normoxia

0 20 40 60 80 100 120 140 160

Conditions

normoxia without pyruvate

normoxia with pyruvate

hypoxia without pyruvate

hypoxia with pyruvate

6 h

6 h + 1 h reoxygenation

6 h + 2 h reoxygenation

*

*

*

*

Fig 4 Effect of pyruvate on glutathione content during hypoxia ⁄ reoxygenation in HepG2 cells Cells were incubated for 6 h with glucose (5.5 m M ) in the absence and presence of pyruvate (0.8 m M ) under normoxic or hypoxic conditions Thereafter, cells exposed to hypoxia were incubated under normoxic conditions (reoxygenation) for 1 or 2 h Levels of oxidized and reduced gluta-thione were measured in the cell extracts Other conditions and statistical calculations are described under Experimental proce-dures Values are means ± SD, and P-values ¼ 0.05 are compared

in the following way: *hypoxia versus normoxia;  with versus without pyruvate

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and hypoxia (from 1 to 6 h, Fig 5B) In both the

pres-ence and the abspres-ence of pyruvate, a regular

time-depen-dent increase in glutathione content occurred under

normoxia, whereas no variation was observed under

hypoxia After 3 h of incubation, the glutathione level in

cells exposed to hypoxia was significantly lower than in

cells exposed to normoxia, confirming that addition

of exogenous pyruvate failed to restore glutathione

synthesis

To confirm that the unchanged intracellular

glutathi-one was due to inhibition of synthesis and not simply

excretion from the cell during hypoxia, we also analyzed

extracellular levels after 6 h of incubation (Fig 5C

shows intracellular and extracellular glutathione levels

and the sum of both) Even though the extracellular

content increased in response to hypoxia, indicating

release by the cells, the sum of both contents showed an

overall decrease in the glutathione level This effect was independent of pyruvate supplementation

Together, these data indicate that pyruvate is a precursor of glutathione under normoxic conditions through glutamate generated by oxidative metabolism (Fig 6) However, pyruvate cannot be used as a gluta-thione precursor under hypoxia, because of the lack of oxygen

Discussion Modulation of the fate of pyruvate fate in one direction

or another can be important for adaptive responses to hypoxia followed by reoxygenation [26,35] Repression

of pyruvate dehydrogenase (EC 1.2.4.1) and switching between the highly active tetrameric and the inactive dimeric forms of pyruvate kinase (EC 2.7.1.40) are observed in tumors [2,3] Such alterations of pyruvate metabolism could be advantageous for cancer cells under such stressful conditions [36] Our present work provides new insights into the role of pyruvate in tumor cells during hypoxia We show here that tumor HepG2 cells are inclined to maintain extracellular pyruvate at a constant level (0.4 mm) Hypoxia inhibits such regula-tion, whereas pyruvate supplementation restores it We also observed that hypoxic cells increase their consump-tion of exogenous pyruvate and stop releasing it when the a-keto acid is absent from the medium Our data indicate that the endogenous need for pyruvate increases under hypoxia Pyruvate protects cells from DNA breaks induced by both hypoxia and reoxygenation

0.0

[4- 13 C]-GSH [3- 13 C]- GSH

and/or -Gln 0.5

1.0

1.5

2.0

2.5

3.0

3.5

2.52

0.20

normoxia hypoxia

[2- 13 C]-GSH

and/or - Gln

13 C-enriched metabolites

175

0

25

50

75

100

125

150

0 1 2 3 4 5 6

Time (hours)

*

*

Normoxia without pyruvate

Normoxia with pyruvate

Hypoxia without pyruvate

Hypoxia with pyruvate

0

25

50

75

100

125

150

175

intracellular

Normoxia

with pyruvate

Hypoxia

without pyruvate

Normoxia with

pyruvate

Hypoxia with

pyruvate

Localization

A

B

C

Fig 5 Effect of hypoxia and pyruvate on glutathione synthesis by HepG2 cells (A) Glutathione13C labeling following incubation of the cells with 13 C-enriched pyruvate: cells were incubated for 6 h with [ 13 C3]pyruvate and 5.5 m M glucose under normoxic and hypoxic conditions After NMR analysis, the peaks corresponding to [13C 3 ]glu-tamine (Gln) and ⁄ or [ 13 C3]GSH (c-glutamyl), [ 13 C4]GSH(c-glutamyl), and [ 13 C2]glutamine and ⁄ or [ 13 C2]GSH(c-glutamyl) were identified The relative amount was quantified by integration of the peak area (B) Intracellular kinetics of intracellular glutathione (oxidized and reduced) concentration: biochemical measurement of total glutathi-one was performed every hour HepG2 cells were cultivated in the absence (squares) and presence (circles) of pyruvate under normoxic (in black) or hypoxic (in white) conditions Other conditions and statistical calculations are described under Experimental procedures Values are means ± SD; *P ¼ 0.05 as compared with corresponding normoxic condition (C) Distribution of total glutathione in the intra-cellular and extraintra-cellular compartments: HepG2 cells were incubated for 6 h under normoxic and hypoxic conditions in the absence and presence of pyruvate (1 m M ) Intracellular and extracellular total glu-tathione contents were assayed separately The sum of both is also shown Values are means ± SD; *P ¼ 0.05 as compared with the corresponding normoxic condition.

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That is not well correlated with the beneficial effect on

the antioxidant glutathione Actually, pyruvate restores

glutathione levels only during reoxygenation, and has

no effect under hypoxia We demonstrate here that the

a-keto acid is a precursor of glutathione through the

tri-carboxylic acid cycle, and that hypoxia severely impairs

its biosynthesis

Regulation of extracellular pyruvate content has

pre-viously been reported in tumor cells as well as in

non-tumor cells [37] This mechanism is assumed to be a

way for cells to lower oxidative stress Pyruvate has

antioxidant properties [21,22] that could possibly also

be manifested under our experimental conditions The

phenomenon described by O’Donnell-Tormey might

well take place in HepG2 cells

Impairment of the regulation of the extracellular

content and the increase of its uptake induced by

hypoxia show that alteration of pyruvate metabolism

takes place The greater uptake might be due to an

increased need to maintain antioxidant capacity in the

cells However, it might also result from a metabolic

requirement Pyruvate increases the ratio of lactate

production to glucose consumption (+ 19%, data not

shown) This is in line with our previous work [29]

indicating enhancement of glycolysis activity in the presence of pyruvate Increased glycolysis might thus maintain the ATP supply during oxygen deprivation while oxidative phosphorylation is seriously impaired Such an increase has been reported to have protective effects against hypoxic stress [38,39]

Hypoxia, known to alter trhe antioxidant system, affects glutathione metabolism as well In our experi-mental conditions, we observed a decrease of intracel-lular content together with release of the glutathione

In rat primary hepatocytes in vitro, hypoxia induced activation of the glutathione transporters, resulting in increased glutathione export [40] A similar mechanism might occur in HepG2 cells, where glutathione trans-port is functional [41] Furthermore, our results also show that hypoxia induces a decrease in total glutathi-one Pyruvate has no effect on the hypoxia-induced decrease of glutathione content, whereas it allows complete restoration of total glutathione after reoxy-genation Hypoxia-induced inhibition of glutathione synthesis from pyruvate might be the main mechanism responsible for such an effect Under normoxia, we demonstrate that pyruvate supplies glutamate through oxidative metabolism in tumor cells Inhibition of the

Glutamate

Mitochondrion

2 × FAD +

Glucose

2 × Pyruvate

2× Lactate

Alanine

2 × NADH, H+

2 × NAD +

Glycolysis

2NAD + + 2ADP + Pi

2NADH, H + + 2ATP

Pyruvate

2 × NADH, H + + 2 × CO2 2×NAD +

Krebs Cycle

2×Acetyl-CoA CoA

CoA

4×CO 2

6 ×NADH, H +

6 × NAD +

2ADP + Pi 2ATP

2 × FADH, H +

Cytosol

Glutamate

5-Oxoproline

γ-Glutamyl-cysteine Cysteine

Glycine

ADP + Pi

+ ATP

+ ATP ADP + Pi

Glutamine

GS-X (conjugate) Amino acids (AA)

γ-Glutamyl

-AA

Cysteinyl-glycine

γ-Glutamyl

-AA

Cysteinylglycine

conjugate

Extracellular area

Glutathione GSH

Fig 6 Pathway of glutathione synthesis from pyruvate, showing how pyruvate, through the tricarboxylic acid cycle, is involved in glutamate synthesis and then in the formation of glutathione (GSH).

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tricarboxylic acid cycle thus results in significant

inhi-bition of glutathione synthesis Usually, cysteine is

assumed to be the limiting precursor of the two-step

reaction leading to glutathione synthesis However,

glutamate plays an important role in glutathione

syn-thesis [3] Negative feedback from glutathione itself on

the step catalyzed by glutamate-cysteine ligase can be

prevented by glutamate [1,2] It might even become

limiting under conditions of mitochondrion blockage

in muscle [4] and during hypoxia in glial cells [5]

Pyru-vate enhances glycolysis activity during hypoxia in

HepG2 cells [29] By providing more substrates for the

tricarboxylic acid cycle and through indirect effects on

redox status, pyruvate might thus favor restoration of

the glutamate pool and then the glutathione pool after

reoxygenation (Fig 6)

Induction of DNA damage by hypoxia and

reoxygen-ation is a well-known phenomenon mainly caused by

ROS [30–32] A functioning antioxidant system is

essen-tial to reduce such damage Despite the absence of an

effect on glutathione, pyruvate has beneficial effects on

DNA breaks under hypoxia Many studies have

reported that pyruvate improves antioxidant capacities

and protects normal tissues against damage induced

by hypoxia⁄ reoxygenation and ischemia ⁄ reperfusion

[23,26] The increased uptake of pyruvate might allow

HepG2 cells to maintain their antioxidative capacities

in a way independent of glutathione during hypoxia

However, after reoxygenation, the beneficial effect of

pyruvate against DNA breaks is well correlated with

glutathione restoration DNA breaks decrease faster in

cells treated with pyruvate, suggesting stimulation of

DNA repair As glutathione is essential for DNA

syn-thesis in general, as well as for DNA repair [34], the

action of pyruvate on glutathione might also favor

DNA repair During hemorrhagic shock and ischemia

followed by reperfusion, pyruvate interferes with

poly-(ADP-ribose)-polymerase (EC 2.4.2.30) activity by

pre-venting loss of total NAD+ content [19,20,42] This

might enhance DNA repair Pyruvate thus plays a role

in DNA protection and repair in tumor HepG2 cells

during hypoxia and after reoxygenation The

mecha-nism might involve both antioxidant properties and

metabolic activity The exact mechanism underlying the

pyruvate effects has yet to be further examined

In light of the data in the literature and our work

with HepG2 cells, we concluded that pyruvate might

act similarly in tumor cells and nontumor cells It could

then act as a protective agent against DNA damage

under conditions of tumor hypoxia Many strategies

for cancer therapy are based on increases in the number

of DNA strand breaks (e.g radiotherapy and

alkylat-ing agents) Pyruvate might thus reduce the efficiency

of treatment by limiting DNA damage and favoring repair Pyruvate also stimulates angiogenesis [4,6]; this might favor tumor reoxygenation and progression Fur-thermore, a high intracellular glutathione level corre-lates with a high level of proliferation of tumor cells [43] and with resistance to anticancer treatment [44,45] Pyruvate might support a high glutathione level in reoxygenated tumors All of these effects might favor tumor development and lower efficacy of some thera-pies They remain to be verified in vivo in tumors If they were verified, it would confirm that no matter how pyruvate acted, it would be deleterious in cancer

In conclusion, this study confirms the importance and the multilevel and very complex implications of pyruvate for cell responses to hypoxia⁄ reoxygenation Our results are in agreement with current literature identifying pyruvate as a protector of normal and tumor cells subjected to hypoxia Furthermore, this study provides additional data confirming that what-ever the underlying mechanisms at work, the presence

of pyruvate is undesirable in tumor cells Indeed, con-trolling pyruvate levels might be an advantageous way

of modulating tumor resistance and improving the efficiency of certain cancer therapies

Experimental procedures Cell culture

A human hepatocellular carcinoma HepG2 cell line was purchased from the American Type Cell Collection It derives originally from a hepatocellular carcinoma biopsy and synthesizes nearly all human plasma proteins [46] The cell line is not tumorigenic in immunosuppressed mice Cells, used between passages 76 and 82, were grown in Petri dishes coated with type 1 collagen (10 lgÆmL)1,

60 lLÆcm)2, 30 min at 37C; Sigma-Aldrich, Saint-Quentin Fallavier, France) in DMEM (Sigma-Aldrich) supple-mented with 10% fetal bovine serum (Biowhittaker, Cambrex Corporate, East Rutherford, NJ), antibiotics (100 000 UÆL)1 penicillin, 100 mgÆL)1 streptomycin; Boeh-ringer Ingelheim, Paris, France), 4 mm glutamine (Jacques Boy Institute, Reims, France), 1% nonessential amino acids and 1 mm pyruvate (Seromed Biochrom KG, Berlin, Ger-many) in a 95% air⁄ 5% CO2humidified atmosphere Half

of the medium was changed every 2 days The cell cultures were split at confluence with 0.25% (w⁄ v) trypsin (Jacques Boy Institute) and seeded at a density of 4· 104cellsÆcm)2 For the experiments, cells were used at subconfluency (2 days after passage) as determined by the growth curve based on cell numbers and protein quantification

To rule out the presence of mycoplasma contamination, tests were performed using a commercially available detection kit (Polylabo⁄ VWR International,

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Fontenay-sous-Bois, France) Cell viability was routinely determined

using Trypan Blue exclusion

Incubation of cells

Cells were incubated as previously described [29] Briefly,

subconfluent HepG2 cells were incubated for 6 h with

DMEM base (Sigma-Aldrich) containing 5.5 mm glucose,

10 mm Hepes (Sigma-Aldrich), 10% fetal bovine serum,

antibiotics (100 000 UÆL)1 penicillin, 100 mgÆL)1

strepto-mycin), 1% nonessential amino acids and 4 mm glutamine,

both without and with pyruvate (1% of a 100 mm stock

solution, 0.8 mm final), in a normoxic atmosphere with

5% CO2 and under low oxygen pressure in anaerobic jars

The oxygen content in the jars was monitored with an

oxy-gen electrode (O2sensor; Mettler-Toledo, Viroflay, France)

Similar results were obtained by incubating the cells in an

oxygen-depleted atmosphere using a cell culture incubator

with N2, O2 and CO2 control (Queue Systems Inc.,

Ashe-ville, NC) For the reoxygenation experiments, cells

incu-bated under hypoxia were removed from the jar and placed

in a normoxic atmosphere with 5% CO2

Extraction and quantification of extracellular

pyruvate

Perchloric acid (PCA) (8%, v⁄ v) was added to the culture

medium (2 : 1, v⁄ v) After homogenization, the mixture

was centrifuged

swing-out rotor; Jouan, Saint-Herblain, France) and the

supernatant was stored at) 80 C prior to assay

Pyruvate was quantified by the method previously

described by Marbach & Weil [47], with slight

modifica-tions Briefly, the assay was carried out in a 96-well plate

with 160 lL of sample (PCA extract), 40 lL of Tris⁄ HCl

buffer (1.5 m Trizma base with 0.05% w⁄ v

pH 10.5; Sigma-Aldrich) and 40 lL of a mixture (0.3 : 2,

v⁄ v) of NADH-Na2(4.55 mgÆmL)1) and Trizma base buffer

per well First, the absorbance was measured at 340 nm:

10 lL of lactate dehydrogenase (EC 1.1.1.27) (400 UÆmL)1

in 3.2 m ammonium sulfate, pH 6.5) was added to each

well, and the absorbance was measured after complete

sta-bilization The absorbance at 340 nm resulting from the

oxidation of NADH to NAD reflected the amount of

pyru-vate originally present in the sample The pyrupyru-vate sample

concentration was determined according to a standard

curve established between 0 and 0.5 mm pyruvate

Comet assay

The comet assay was performed according to the method

described by Singh et al [48], using alkaline electrophoresis,

which allows detection of single-strand and double-strand

breaks

Cells cultivated in Petri dishes (25 mm in diameter) were suspended in 0.5 mL of NaCl⁄ Pi, and cell density was estimated with a Malassez slide An aliquot of the suspension was added to low molecular weight agarose (0.8%, p⁄ v in NaCl ⁄ Pi) to obtain a final concentration of

25· 104

cellsÆmL)1 Eighty microliters of agarose-sus-pended cells was placed on an agarose-coated slide (high molecular weight, 1% p⁄ v in NaCl ⁄ Pi) and covered with

a coverslip After 5 min on ice, the coverslip was gently removed The slides were incubated (1 h, 4C in the dark) in lysis buffer (45 mL of buffer containing 2.5 m NaCl, 0.1 m EDTA, 10 mm Tris with 5 mL of dimethyl-sulfoxide and 0.5 mL of Triton X-100, pH 10) The slides were rinsed twice with electrophoresis buffer (300 mm NaOH, 1 mm EDTA) for 10 min, and then for 25 min Electrophoresis was carried out at 25 V and 300 mA for

37 min at room temperature Finally, the slides were washed with Tris⁄ HCl buffer (pH 7.5) DNA was stained using an ethidium bromide solution (0.1 mgÆmL)1, 50 lL per slide, kex¼ 525 nm and kem¼ 650 nm) The slides were read with an epifluorescence microscope

with a CDD camera (Zeiss Axioskop20, Carl Zeiss, Microscope Division, Oberkochen, Germany)

were analyzed with the Komet 3.0 image analysis system (formerly by Kinetic Imaging; now Andor Technology, Belfast, UK) Fragmentation was expressed in Tail Extent Moment, taking into account tail length and the percent-age of DNA in the comet tail Impercent-ages of 500 randomly selected cells were analyzed from each sample

Extraction and quantification of glutathione After incubation, 0.5 mL of water was added to the Petri dishes (100 mm in diameter) At a low temperature, the cell monolayer was removed by scraping Cells were collected in

a 5 mL tube, and the volume was adjusted to 1 mL before addition of 0.2 mL of metaphosphoric acid (6%, p⁄ v) After shaking (30 s), the mixture was centrifuged

10 min, 4C, CR3i centrifuge and swing-out rotor) The pellet was used for protein quantification by the Folin– Lowry method [49] The supernatant was kept at ) 80 C prior to glutathione assay

In the case of medium samples, 0.2 mL of metaphos-phoric acid (6%, p⁄ v) was added to 1 mL of culture med-ium and treated as described above

Total glutathione (oxidized and reduced forms) was quantified as previously described by Tietze [50] The assay was performed in a 96-well plate Twenty microliters

of sample was placed in each well with 150 lL of Mops⁄ EDTA buffer containing 0.165 UIÆmL)1 glutathione reduc-tase Then, 0.267 mgÆmL)1 b-NADPH and 75 lL of 5,5¢-dithiobis(2-nitrobenzoic acid) solution (0.04 mg mL)1

in 0.4 m Mops⁄ 2 mm EDTA, pH 6.75) were added succes-sively After shaking, the absorbance was measured at

Trang 9

412 nm using a plate reader spectrophotometer (Thermo

Clinical Labsystems France, Cergy Pontoise, France)

A standard curve was obtained with a commercial

gluta-thione solution (20 mm, Sigma-Aldrich) Standard samples

were treated for extraction using the protocol described for

biological samples

PCA extraction and13C-NMR analysis of cell

extracts

For 13C-NMR, the cell line was incubated in the presence

of 5.5 mm glucose (unenriched) with 1 mm [13C3]pyruvate

(Euriso-Top, Saint Aubin, France) Cells were exposed to

both normoxic and hypoxic conditions

After 6 h of incubation, the medium was discarded and

the cultures were washed twice with cold NaCl⁄ Pi,

immedi-ately frozen in liquid nitrogen, and stored at ) 80 C until

further treatment PCA extraction was performed following

standard procedures Briefly, 0.3 mL of 12% PCA was

added to the Petri dishes (100 mm in diameter), the cell

monolayer was removed by scraping with a spatula, and the

cell suspensions obtained from seven individual Petri dishes

were pooled After homogenization, the final cell suspension

was centrifuged

swing-out rotor), and the supernatant was adjusted to

pH 7.4 with KOH The samples were again centrifuged

8000 g for 10 min (CR3i centrifuge and swing-out rotor),

the supernatant was lyophilized, and the dry residue was

dissolved in 2.2 mL of H2O⁄ 20% D2O for NMR analysis

Proton-decoupled spectra of PCA extracts were recorded

on a Bruker AM400

with a 10 mm 31P⁄13

C probe (Bruker, Wissembourg, France) 13C-NMR spectra were recorded at 100.62 MHz,

and each spectrum was the sum of 15 000 free induction

decays A 90 pulse was applied, with a repetition time of

3 s and an acquisition time of 0.819 s The temperature was

maintained at 20C, and the13

C chemical shifts were refer-enced to the resonance of tetramethylsilane at 0 p.p.m

Peak intensities were normalized to the peak intensity of

ethylene glycol, used as an internal reference Relative areas

of the peaks were normalized to the area of the reference

peak, arbitrarily fixed at 100 The NMR analysis of the

PCA extracts was reproducibly repeated four times for both

normoxic and hypoxic conditions The data shown are

from a representative experiment

ROS measurement

The determination of intracellular oxidant production is

based on the oxidation of 2¢,7¢-dichlorodihydrofluorescein

(Sigma-Aldrich) to the fluorescent 2¢,7¢-dichlorofluorescein

HepG2 cells were incubated in the absence and presence of

pyruvate (1 mm) in DMEM base containing 5 mm glucose

in the fluorescence spectrometer After addition of

2¢,7¢-dichlorodihydrofluorescein (10 lgÆmL)1), fluorescence

emission was measured continuously at 520 nm after excita-tion at 499 nm The value of the slope was proporexcita-tional to the intracellular ROS levels

Statistical analysis of results The experiments were reproducibly repeated four times Values are means ± standard deviation (n¼ 6 separate Petri dishes) Statistical analysis of the data was done by anova The Newman–Keuls unpaired t-test was used to determine statistical significance

Acknowledgements The present study was partially funded by the Institut Fe´de´ratif de Recherche (IFR-1) ‘Biomedical NMR: From Cell to Man’ (Grenoble) In particular, we owe thanks to Professor J.-F Le Bas

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