nucleotide binding to the human multidrug resistance protein 3, mrp3

7
Nucleotide Binding to the Human Multidrug Resistance Protein 3, MRP3 Andrea D. Hoffman Ina L. Urbatsch Pia D. Vogel Published online: 19 June 2010 Ó Springer Science+Business Media, LLC 2010 Abstract We used a spin-labeled ATP analog, SL-ATP, to study nucleotide binding to highly purified human multidrug resistance protein 3, MRP3, which had been expressed in the yeast Pichia pastoris. SL-ATP was shown to be a good substrate analog and is hydrolyzed by MRP3 at about 10% of the Vmax for normal ATP. ESR titrations showed that 2 mol of SL-ATP readily bound per mole of MRP3 with a dissociation constant of about 100 lM in the presence of Mg 2? ions. The binding curve was easily fitted for a hyperbolic binding relationship. SL-ATP also bound readily to MRP3 in the absence of divalent ions and presence of EDTA. The resulting binding curve, however, could not be satisfactorily fitted using the equation for hyperbola. Analysis showed that a good fit was only obtained with the Hill equation using a Hill coefficient of 4 or close to 4. Lower Hill coefficients resulted in lower goodness of the fit. Such cooperative binding may be explained by a dimerization event triggered in the absence of divalent ions and a close communication of nucleotide binding sites of the interacting dimers. These findings may be of great importance for the overall mechanism and regulation of multidrug resistance proteins. Keywords Drug resistance pumps ESR Nucleotide binding Spin-label SL-ATP 1 Introduction Multidrug resistance protein 3, MRP3, a member of the ABCC3 subfamily, was discovered over a decade ago as one of the first proteins in the family of multidrug resis- tance proteins [16]. MRP3 has been of particular interest in cancer biology due to its implicated role in conferring multi-drug resistance in several carcinoma cell lines. Since its discovery, considerable effort has been made to char- acterize the transport substrates and substrate specificities of MRP3 [8, 13, 2830], for reviews see [4, 17, 22, 24], with the goal to define a physiological role for the enzyme. Despite these efforts, the physiological function of the proteins remains elusive. Relatively little focus has been placed so far on the energy-harvesting events during substrate transport, i.e. nucleotide binding and hydrolysis, mainly because the enzyme was not available in sufficient amounts and at acceptable purity for biochemical and biophysical analyses. Only recently, basal and drug stimulated ATPase activity of human MRP3 were reported for the enzyme expressed in Pichia pastoris [7]. In this present study, we employed a highly sensitive biophysical technique, Electron Spin Resonance Spectros- copy (ESR) with use of a ribose-modified spin labeled ATP, 2 0 ,3 0 -SL-ATP, (SL-ATP) [5, 6, 9, 10, 12, 19, 20, 21, 23] to investigate the nucleotide binding characteristics of human MRP3 under equilibrium conditions for the first time. This technique allows us to obtain not only data regarding the binding stoichiometry and dissociation con- stants, but may also give independent information about the A. D. Hoffman P. D. Vogel (&) Department of Biological Sciences, Southern Methodist University, Dallas, TX 75275, USA e-mail: [email protected] I. L. Urbatsch Cell Biology and Biochemistry, Texas Tech University Health Science Center, Lubbock, TX 79430, USA Present Address: A. D. Hoffman Department of Physiology, University of Texas Southwestern Medical Center, Dallas, TX 75390, USA 123 Protein J (2010) 29:373–379 DOI 10.1007/s10930-010-9262-4

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Page 1: Nucleotide Binding to the Human Multidrug Resistance Protein 3, MRP3

Nucleotide Binding to the Human Multidrug Resistance Protein 3,MRP3

Andrea D. Hoffman • Ina L. Urbatsch •

Pia D. Vogel

Published online: 19 June 2010

� Springer Science+Business Media, LLC 2010

Abstract We used a spin-labeled ATP analog, SL-ATP,

to study nucleotide binding to highly purified human

multidrug resistance protein 3, MRP3, which had been

expressed in the yeast Pichia pastoris. SL-ATP was shown

to be a good substrate analog and is hydrolyzed by MRP3

at about 10% of the Vmax for normal ATP. ESR titrations

showed that 2 mol of SL-ATP readily bound per mole of

MRP3 with a dissociation constant of about 100 lM in the

presence of Mg2? ions. The binding curve was easily fitted

for a hyperbolic binding relationship. SL-ATP also bound

readily to MRP3 in the absence of divalent ions and

presence of EDTA. The resulting binding curve, however,

could not be satisfactorily fitted using the equation for

hyperbola. Analysis showed that a good fit was only

obtained with the Hill equation using a Hill coefficient of 4

or close to 4. Lower Hill coefficients resulted in lower

goodness of the fit. Such cooperative binding may be

explained by a dimerization event triggered in the absence

of divalent ions and a close communication of nucleotide

binding sites of the interacting dimers. These findings may

be of great importance for the overall mechanism and

regulation of multidrug resistance proteins.

Keywords Drug resistance pumps � ESR �Nucleotide binding � Spin-label � SL-ATP

1 Introduction

Multidrug resistance protein 3, MRP3, a member of the

ABCC3 subfamily, was discovered over a decade ago as

one of the first proteins in the family of multidrug resis-

tance proteins [16]. MRP3 has been of particular interest in

cancer biology due to its implicated role in conferring

multi-drug resistance in several carcinoma cell lines. Since

its discovery, considerable effort has been made to char-

acterize the transport substrates and substrate specificities

of MRP3 [8, 13, 28–30], for reviews see [4, 17, 22, 24],

with the goal to define a physiological role for the enzyme.

Despite these efforts, the physiological function of the

proteins remains elusive.

Relatively little focus has been placed so far on the

energy-harvesting events during substrate transport, i.e.

nucleotide binding and hydrolysis, mainly because the

enzyme was not available in sufficient amounts and at

acceptable purity for biochemical and biophysical analyses.

Only recently, basal and drug stimulated ATPase activity

of human MRP3 were reported for the enzyme expressed in

Pichia pastoris [7].

In this present study, we employed a highly sensitive

biophysical technique, Electron Spin Resonance Spectros-

copy (ESR) with use of a ribose-modified spin labeled

ATP, 20,30-SL-ATP, (SL-ATP) [5, 6, 9, 10, 12, 19, 20, 21,

23] to investigate the nucleotide binding characteristics of

human MRP3 under equilibrium conditions for the first

time. This technique allows us to obtain not only data

regarding the binding stoichiometry and dissociation con-

stants, but may also give independent information about the

A. D. Hoffman � P. D. Vogel (&)

Department of Biological Sciences, Southern Methodist

University, Dallas, TX 75275, USA

e-mail: [email protected]

I. L. Urbatsch

Cell Biology and Biochemistry, Texas Tech University Health

Science Center, Lubbock, TX 79430, USA

Present Address:A. D. Hoffman

Department of Physiology, University of Texas Southwestern

Medical Center, Dallas, TX 75390, USA

123

Protein J (2010) 29:373–379

DOI 10.1007/s10930-010-9262-4

Page 2: Nucleotide Binding to the Human Multidrug Resistance Protein 3, MRP3

relative structure and structural dynamics within the

nucleotide binding sites of MRP3 similar to studies we

performed with the mouse homolog of the human P-gly-

coprotein, MDR1 [9].

The information gained from these titration experiments

addresses the issue as to whether the two most likely func-

tionally different nucleotide binding sites of MRP3 also

differ in their ability to bind nucleotide, as has been sug-

gested for several of the ABCC family members, i.e. MRP1

[11, 14, 15] and CFTR [1–3]. We also addressed the question

on how the presence or absence of divalent cations like Mg2?

affects the overall nucleotide binding to the protein.

2 Results

2.1 ATPase Activity of Purified MRP3

The purified, detergent-soluble MRP3 (see Fig. 1) was

active in ATP-hydrolysis assays and was stimulated by the

putative transport substrate 17b-estradiol-17b-D-glucuro-

nide (E217bG). No additional stimulation of ATP hydrolysis

was achieved, however, upon addition of methotrexate or

taurocholate as shown in Table 1. All ATPase assays were

carried out for 20 min at 37 �C with solubilized enzyme. The

putative transport substrates E217bG (150 lM), methotrex-

ate (800 lM) or taurocholate (150 lM–1 mM) were added

directly to the cocktail mixture prior to the addition of pro-

tein. The ATPase activities determined from two different

methods (Pi release as in [25] or coupled enzyme assay [26]

resulted in comparable values. The data presented in Table 1

represent average values from both methods and are the

results of 4 to 36 individual experiments and their standard

deviations of the mean.

2.2 ESR Determination of SL-ATP Binding Affinity

Under Equilibrium Conditions

We assessed the usefulness of SL-ATP as an ATP analog

for MRP3 by investigating the enzyme’s capability to

hydrolyze the analog. ATPase assays using [25] showed

that SL-ATP is indeed a good ATP analog to study MRP3,

as it supported basal ATPase activity to *10% of that

determined with the same concentration of normal ATP.

The specific activities were determined at a concentration

of 1 mM ATP or SL-ATP, which is the upper range of

SL-nucleotide where the signal amplitude of the ESR spectra

is linearly correlated to the concentration of the SL-nucleo-

tides in ESR experiments, i.e. the upper concentration of

SL-ATP used in our ESR experiments. A specific activity

of 33 (±1) nmol/min/mg was determined in the presence of

1 mM Mg2? ATP, compared to 3.2 (±0.6) nmol/min/mg

determined in the presence of 1 mM Mg2? SL-ATP. Con-

trols showed that the detected activity was significantly

above background values. These results are from three

independent assays, which all gave very similar values.

Titration experiments employing SL-ATP allowed us

for the first time to directly characterize the binding stoi-

chiometry and affinity of the ATP analog to MRP3 under

equilibrium conditions. Using this technique we were able

to show that SL-ATP readily bound to human MRP3.

Figure 2a shows that in the presence of 2 mM Mg2?, non-

linear, hyperbolic curve fit extrapolated to a maximum

binding of 2.3 (±0.2) mol SL-ATP bound per mol of

MRP3 with an apparent Kd of 103 lM (±17 lM).

Figure 2b shows the ESR spectra of SL-ATP in the

presence of MRP3. The ESR spectrum of sub-stoichiom-

etric amounts of SL-ATP, with respect to putative

1 2 3 4 5 6 7 8

250

130

95

72

55

kDa

Fig. 1 Steps of wt human mrp3 purification from P. pastoris cells,

along with representative samples of purified MRP3 from indepen-

dent purifications. MRP3 is a 150 kDalton protein when expressed in

P. pastoris. All samples were run on an 8% SDS-PAGE gel followed

by Coomassie blue staining. Lanes 2–6 represent steps associated

with the purification of MRP3, lanes 7 and 8 represent purified MRP3

from independent purifications. Lanes are as follows: (1) molecular

weight marker, (2) 10 lg solubilized supernatant, (3) 10 lg of

Ni-NTA column flow-through, (4) 10 lg of Ni-NTA column wash

with 10 mM imidazole, (5) 10 lg of Ni-NTA column wash with

50 mM imidazole, (6) 20 lg of the 300 mM Ni-NTA column eluate.

Lanes (7) and (8) contain 10 lg of Ni-NTA column eluate from

independent purifications

Table 1 ATPase activity of wild-type human mrp3 in nmols/min/mg

protein as measured with either a coupled-enzyme assay (Delannoy

et al. [9]; Vogel and Steinhart [26]) or Pi-release assay (Van Vel-

dhoven and Mannaerts [25])

Wild-type mrp3 ATPase activity in

nmol/min/mg

Soluble enzyme 83 ± 20

? E217bG 135 ± 18

? methotrexate 86 ± 1

? taurocholate 76 ± 5

374 A. D. Hoffman et al.

123

Page 3: Nucleotide Binding to the Human Multidrug Resistance Protein 3, MRP3

nucleotide binding sites, in the presence of MRP3 is shown

in full. The three sharp signals in the center correspond to

free, not protein-bound SL-nucleotides. The signal ampli-

tude of the high field signal of the free SL-ATP was used to

determine the overall free SL-nucleotide in the experiment,

see Sect. 4. The relatively broad signals in the low and high

field regions correlate to the enzyme-bound SL-nucleotide

population and were re-recorded at higher signal gain for

better visualization (arrows). The signals were normalized

for protein concentration for better comparability. The

binding of SL-ATP to MRP3 is concentration-dependent,

as the intensity of the protein-bound SL-ATP signal

increased with increasing SL-ATP concentrations. MgATP

efficiently displaced SL-ATP binding, demonstrating that

the observed binding is specific to ATP and is not directed

by the spin label moiety (data not shown). The outermost

distance of the signals of the bound SL-nucleotide (2Azz-

value) was estimated to be about 54 G, indicative of a

relatively open nucleotide binding environment and similar

to observations made for the related P-glycoprotein [9].

Control experiments showed that the protein was still

active in ATPase assays after standard ESR experiments,

and that this activity was comparable to that determined

before the titration.

2.3 Determination of SL-ATP Binding to MRP3

in the Absence of Mg2?

Nucleotide binding in the vast majority of ATP-hydrolyz-

ing proteins is dependent upon some type of divalent cat-

ion. Indeed, in ATP hydrolyzing enzymes, Mg2?, Co2? or

Mn2? complexed with ATP are the substrates for hydro-

lysis and the divalent cation is needed for the actual

hydrolysis step to occur. This is often reflected by signifi-

cantly lower dissociation constants for the ion-chelated

nucleotide as compared to ATP in the absence of divalent

cations. To determine ion-dependence of ATP binding to

MRP3, titration experiments were carried out as previously

described, however MgS04 was omitted from the ESR

buffer and 5 mM EDTA was added to the solution to

complex trace amounts of ions. The results are shown in

Fig. 3a. Surprisingly, the shape of the resulting binding

curve did not seem to support typical Michaelis Menton

binding behavior but rather indicated sigmoidal relation-

ship between bound and free nucleotide. When fitting was

attempted using hyperbolic curve analysis, the curve

extrapolated to a maximum binding of about 3 mol/mol

with a Kd of 120 lM. The extremely low R2 (goodness of

the fit) value of 0.71 as well as visual inspection of the

curve shown in Fig. 3a clearly indicated that the data fit

using the hyperbolic equation, y = P1*x/(P2 ? x), was

very poor. The goodness of fit represents the difference

between observed values and the values expected from the

fitted model applied. Therefore, less discrepancy between

the measured and expected values will result in R2 values

close to 1.

Significantly better fit of the experimentally acquired

data was obtained when the Hill equation, see Methods,

was employed. This equation was subsequently used for

data analysis of nucleotide binding to MRP3 in the absence

of divalent cations, see Fig. 3b. Non-linear fit using the Hill

equation with no pre-set Hill coefficient value extrapolated

Fig. 2 SL-ATP binding to wild-type MRP3 in the presence of

2 mM Mg2?. a 18–40 lM MRP3 were titrated with 20, 30-SL-ATP.

The mol of protein-bound nucleotide per mol of protein was plotted

over the concentrations of free SL-ATP that were determined from

the corresponding ESR-spectra. Hyperbolic curve fit resulted in a

maximum binding of 2.3 (±0.15) mol/mol and a dissociation constant

of 103 lM (±17 lM). b ESR-spectra of SL-ATP binding to MRP3.

Full spectrum: 34 lM MRP3 in the presence of 54 lM SL-ATP. The

signals of the bound component can be seen in the low and high field

in the presence of 54 and 104 lM SL-ATP, with the black arrowpointing to the bound signal in both the low and high field

Spin-Labeled ATP to Study Nucleotide Binding Sites 375

123

Page 4: Nucleotide Binding to the Human Multidrug Resistance Protein 3, MRP3

to a maximum binding of 2.1 (±0.06) mol of SL-ATP per

mol of MRP3 and a dissociation constant of 80 lM

(±4 lM), which was very similar to that determined for

SL-ATP binding to MRP3 in the presence of Mg2?

(Fig. 2a). The Hill coefficient determined under these

conditions, however, was 4, which would indicate at least

four interacting nucleotide binding sites. To investigate this

result further, a series of Hill-analyses was performed

where the Hill coefficient was pre-set to 1 (no coopera-

tivity), or to the values 2, 3 or 4. The corresponding R2 for

the individual fits were 0.7392 for n = 1, 0.8736 for n = 2,

0.9195 for n = 3 and 0.9317 for n = 4, see Fig. 3c. Again,

line-shape analysis allowing for a Hill coefficient of 4

showed the best goodness of fit.

3 Discussion

3.1 ATPase and Stimulation

The basal and E217bG-stimulated ATPase activity of

recombinant MRP3 expressed in Pichia pastoris determined

in this study were similar to what has been previously pub-

lished [7]. One notable difference, however, was the obser-

vation that neither methotrexate nor taurocholate were able

to stimulate the ATPase activity of MRP3 as compared to

results from [7]. This lack of stimulation is potentially due to

differences in the reconstitution state of the protein and the

presence of lyso-PC that was used during solubilization and

purification, while in previous studies lipid reconstituted

Fig. 3 SL-ATP binding to wild-type MRP3 in the presence of 5 mM

EDTA. The experimental setup was identical to Fig. 2, however

Mg2? was excluded and 5 mM EDTA was added. 25–35 lM MRP3

were titrated with 20, 30-SL-ATP. The mol of protein-bound

nucleotide per mol of protein was plotted over the concentrations of

free SL-ATP that was determined from the corresponding ESR-

spectra. Single data points are visually represented as squares;

overlaying data points are represented as rectangles. a, Hyperbolic

curve fit analysis indicated a maximum binding of 3 mol of SL-ATP/

mol of MRP3 and a dissociation constant of 119 lM (R2 = 0.71). b,

SL-ATP binding to MRP3 in the presence of 5 mM EDTA fitted

using the Hill equation. Hill analysis resulted in a maximum binding

of 2.1 (±0.06) mol/mol and a dissociation constant of 80 lM

(±4 lM), with a hill coefficient of 4 (±0.8). c, Hill equation fit

analysis using pre-set n values of: n = 1(black), n = 2 (orange),

n = 3 (blue) and n = 4 (red)

376 A. D. Hoffman et al.

123

Page 5: Nucleotide Binding to the Human Multidrug Resistance Protein 3, MRP3

protein was used [7]. Protein solubilized in DDM and lyso-

PC was used in all ATPase activity assays to ensure com-

parability with the ESR experiments described.

3.2 ESR Spectroscopy

ESR studies showed that SL-ATP used in the studies

described here is an adequate ATP analog and readily

bound to solubilized MRP3. Independent hydrolysis assays

showed that SL-ATP was hydrolyzed by the enzyme at

about 10% the rate of normal ATP, values that have been

observed also for other ATPases like the human and mouse

P-glycoprotein (9 and unpublished) and F-type ATPases

from different organisms [19, 20, 27].

The outermost splitting of the signals of protein-bound

SL-nucleotides (2Azz-value) is indicative of the relative

mobility of the spin-label within the nucleotide binding

site, for examples see 5, 6, 9, 12, 19–21). Larger 2Azz

values usually result from spin-labels that are relatively

strongly immobilized within the nucleotide binding sites.

The 2Azz-value of SL-ATP bound to MRP3 was hard to

determine due to the relatively low concentration of protein

that was available for each titration experiment and the

comparatively low signal amplitude of the signals of the

bound SL-nucleotide. Estimation of the 2Azz-value was

furthermore complicated by the close spectral proximity of

the signals of the bound nucleotide to those arising from

the freely tumbling, not enzyme bound radicals (sharp

lines). We estimated the 2Azz-value to be between 54 and

55 Gauss, which would indicate relatively high mobility of

the spin-label, consistent with a structure and orientation of

nucleotide binding domains that are rather exposed to the

solvent in the resting state protein. Similar observations

were made in human and mouse P-glycoprotein (9 and

unpublished), where also only one spectral component was

observed in the resting state of the enzyme with a resulting

2Azz value of the spectra of 56 G for the normal mouse

homolog and 53 G for the corresponding cysteine-less

mutant [9]. The significantly higher stability of P-glyco-

protein as compared to the MRP3 used in this study had

allowed us, however, to obtain higher overall protein

concentrations during the ESR experiments that in turn

enabled us to obtain a better resolution of the signals

stemming from enzyme bound SL-nucleotide. In neither

case, P-gp or MRP3, were we able to observe ESR signals

that would suggest different conformations of the nucleo-

tide binding sites. This suggests that even though different

catalytic properties of the nucleotide binding sites are

proposed for MRP3, the overall structure and conformation

of the sites does not differ significantly, at least not within

the ribose-binding pocket of the sites.

Up to two SL-nucleotides bound readily to MRP3 in the

presence of divalent cations like Mg2?. The apparent

dissociation constant was determined to be about 100 lM.

The binding curve could be fitted adequately assuming a

hyperbolic relationship and one single dissociation con-

stant. Interestingly, in the absence of Mg2? and the pres-

ence of EDTA, SL-ATP also bound readily to MRP3 with a

comparable dissociation constant. The binding curve,

however, could not be fitted well using a traditional

Michaelis Menten, hyperbolic relationship of bound

nucleotide versus free. Using the Hill equation with no pre-

set Hill coefficient resulted in a fit with the best goodness

of fit and an R2 = 0.9317. Maximal binding of two

nucleotides per MRP3 were determined and a dissociation

constant of 80 lM. However, the Hill coefficient that

allowed for this fit was determined to be n = 4, indicating

at least 4 interacting nucleotide binding sites. Further Hill

analysis with pre-set Hill coefficients of 3, 2 or 1 (no

cooperativity) resulted in decreasing goodness of the fit.

One possible explanation for this surprising result of more

than two interacting nucleotide binding sites in an enzyme

with supposedly only two nucleotide binding sites may be

that MRP3 dimerized in the absence of Mg2? and other

divalent cation. Although our attempts to show such poten-

tial dimerization using alternative methods, i.e. by native

acryl amide gel analysis or by glutaraldehyde cross-linking

attempts, failed, this result seems of great interest with regard

to potential ion-dependent regulation of this multidrug

resistance pump and should be further investigated.

In order to ensure comparability of the results, we also

analyzed the binding of SL-ATP to MRP3 in the presence

of Mg2? using the Hill equation. Results extrapolated to a

maximum binding of 2 mol of SL-ATP bound per mol of

MRP3 with an apparent Kd of 83 lM (±5 lM), with a n

value of 1, which indicates non cooperative binding (data

not shown).

Collectively, these findings suggest that nucleotide bind-

ing to MRP3 is not Mg2? dependent per se, as similar stoi-

chiometries and affinities were observed in the presence and

absence of Mg2?. Since no detectable ATPase activity was

observed in the absence of Mg2? we conclude that while

magnesium may not be directly involved in nucleotide

binding it is clearly needed to activate the hydrolytic step of

the catalytic cycle. Whether or not Mg2? in addition may act

as a molecular switch by altering the assembly of MRP3

proteins and thereby the cooperativity between the nucleotide

binding domains seems a novel concept worth looking into.

4 Materials and Methods

4.1 Growth of MRP3

The human wild-type mrp3 used in this work was

expressed in the Pichia pastoris strain KM71wtmrp3 as

Spin-Labeled ATP to Study Nucleotide Binding Sites 377

123

Page 6: Nucleotide Binding to the Human Multidrug Resistance Protein 3, MRP3

described in [7]. Cells were either obtained as described in

[7] or using Fernbach flask cultures. The culture conditions

for growth of P. pastoris in Fernbach flasks were optimized

in order to achieve maximal protein expression. In short,

the cells were grown in 2-L Fernbach flasks in minimal

glycerol medium containing 1.34% yeast nitrogen base, 1%

glycerol, 4 9 10-5% biotin, 0.006% histidine until they

reached an OD600 between 3.0 and 4.0. Then the cells were

switched into minimal methanol medium containing 1.34%

yeast nitrogen base, 1% methanol, 4 9 10-5% biotin,

0,006% histidine and grown for 48 h at 28 �C. Under these

conditions, 20–25 grams of cells were typically obtained

per liter of culture.

4.2 Purification of MRP3

Highly enriched MRP3 was obtained similarly as described

in [7] with the following modifications: Microsomes of cells

expressing wild-type human mrp3 were prepared as in [18]

yielding 6–10 mg of microsomal protein per gram of wet

cells. Solubilization was achieved by suspending the

microsomes in buffer A (50 mM TES-NaOH, pH 7.4 at 4 �C,

50 mM NaCL, 30% (v/v) glycerol, 10 mM imidazole and

1 mM DTT) containing 0.6% n-dodecyl-b-D-maltoside

(DDM) and 0.1% lyso-PC (100%). This suspension was

subjected to sonication in a bath sonicator at 4 �C for 5 min

followed by 5 min incubation on a rocking platform at 4 �C.

These cycles were repeated a total of 3 times. Insoluble

material was removed through ultracentrifugation at 200,000

9g for 90 min. The supernatant containing MRP3 was

applied to a nickel-affinity chromatography column as

described in [18], with a ratio 1 ml of resin per 100 mg of

microsomal protein . The following successive wash steps

for MRP3 included: 15-bed volumes of buffer A containing

0.1% (w/v) DDM (Anagrade, Anatrace), 0.05% (w/v) lyso-

PC and 1 mM DTT, followed by 15-bed volumes of a buffer

containing 50 mM imidazole, 0.1% (w/v) DDM and 0.05%

(w/v) lyso-PC. MRP3 was eluted with 3 bed volumes of a

buffer containing 300 mM imidazole, 0.1% (w/v) DDM and

0.05% (w/v) lyso-PC. The Ni2?-NTA flow-through was

allowed to pass through the column at a rate of 1.0–1.5 ml/

min. The flow rate for the first and second wash step was

1 ml/min. The column was stopped once the elution volume

was added and allowed to sit for 20 min, after which the

column was opened and adjusted to a flow rate of 0.25 ml/

min. The use of pH 7.4 in all buffers (closer to MRP3’s

isoelectric point and substituting TES for Tris) throughout

the procedure drastically increased the solubility and sta-

bility of the protein. 6–12 lg of extremely enriched protein

per g wet cell were obtained. The Ni-NTA chromatography

fractions collected during the purification process were

subjected to immunoblot analysis using the M3II-21 anti-

MRP3 monoclonal antibody (Signet). Western blot verified

that the thick band seen in Fig. 1 was indeed MRP3 (data not

shown). Very little MRP3 was detected in the Ni-NTA flow-

through, as well as the wash steps containing the lower

concentration of imidazole. A considerable amount of MRP3

was detected in the 50 mM imidazole wash step, which was

sacrificed for the sake of purity of the final product.

4.3 ATPase Assays

ATPase assays were performed using a Pi release assay

described in [25]. 100–200 lg of MRP3 were added to

220–500 ll of ATPase cocktail pre-warmed to 37 �C. The

ATPase cocktail contained 50 mM Tris-HCL, pH 7.5,

10 mM ATP and 10 mM MgSO4. 150 lM b-Estradio

l17—(b-D-glucuronide), 800 lM methotrexate, or

150 lM–1 mM taurocholate were added directly to the

cocktail to test for substrate activation of the enzyme. An

equal volume of DMSO was added to control tubes in those

experiments where the substrate/modulator compounds

had been dissolved in DMSO. At different time points,

50–100 ll aliquots were transferred to 1 ml ice cold

20 mM H2S04 to quench the reaction with colorimetric

development carried out as described [25].

Alternatively, a coupled-enzyme assay similar to that

described in [9, 26] was used, where 30–80 lg of MRP3

were added to 1 ml of ATPase cocktail that was pre-

warmed to 37 �C. The ATPase cocktail contained 10 mM

ATP, 12 mM MgSO4, 1 mM PEP, 0.28 mM NADH,

50 mM Tris-HCL, pH 7.5, 10 mM KCl, 0.014 mg/ml

lactate dehydrogenase and 0.0288 mg/ml pyruvate kinase.

150 lM b-Estradiol17–(b-D-glucuronide), 800 lM metho-

trexate and 150 lM–1 mM taurocholate were added

directly to the cocktail where indicated. ATP hydrolysis

was recorded as the absorbance decrease at 340 nm

(e = 6,300 M-1 cm-1). Control experiments showed that

none of the modulators used in this study interfered with

the cocktail components or absorbance decrease. Routinely

0.1 mM EDTA, 4 mM NaN3 and 1 mM ouabain were

added to the cocktail mixture to inhibit non-specific

ATPase activity. Control experiments showed that these

compounds did not affect the assay.

4.4 ESR-Titrations to Study SL-ATP Binding

Nucleotide binding studies were performed using a Bruker

EMX 6/1 ESR spectrometer operating in the X-band mode,

and equipped with a high sensitivity cavity. MRP3 concen-

trations were typically about 20 lM in 40 ll total volume.

Stepwise additions of SL-ATP were made in 1 ll steps.

Samples were gently mixed and exactly 30 ll were pipetted

into a glass capillary and placed into a quartz cuvette which

was then placed in the ESR cavity. The centerfield was set to

3,325 G and an area of 100 G was scanned with a peak-to-

378 A. D. Hoffman et al.

123

Page 7: Nucleotide Binding to the Human Multidrug Resistance Protein 3, MRP3

peak modulation amplitude of 1 G. The time constant was set

to 10.40 ms and the conversion time of 40.96 ms, which

resulted in a total sweep time of 41.943 s. The signal gain

was adjusted to the SL-ATP concentrations in the different

experiments. Signal amplitudes of the high-field signal were

determined using WINEPR (Bruker) software for each

concentration of SL-ATP used. Special care was taken to

ensure that the signal amplitudes had stabilized, which

included 15–20 individual determinations of signal ampli-

tudes for each concentration of SL-ATP. A standard curve

was generated for every experiment, prior to the actual

titration in the presence of protein. The buffer used for the

standard curve contained the same components as the buffer

used for the measurements in the presence of the protein. To

accommodate for the viscosity changes of the solution due to

extensive concentrating of the protein sample in the presence

of detergent, the corresponding standard curve buffer was

also concentrated down to the same degree. This eliminated

large differences in viscosity between samples, thus allow-

ing more accurate determination of binding stoichiometry.

Finally, the amount of protein-bound spin-labeled nucleotide

was determined as the difference between the known total

concentration of spin-labeled nucleotide added to the ESR

cuvette and the free spin-labeled nucleotide observed. The

free nucleotide was measured directly by comparing the

signal amplitude of the high field signal of the unbound

nucleotide spin label to the standard curve of known con-

centrations of spin-labeled nucleotide that was generated in

the absence of protein as described above. The mol of pro-

tein-bound SL-ATP per mol of protein was plotted over the

concentration of free SL-ATP present and the results were

fitted using the equation y = P1*x/(P2 ? x) for a rectan-

gular hyperbola, where P1 represents the maximum number

of binding sites and P2 represents the dissociation constant

Kd. Nonlinear curve fits were performed using Origin 7

(OriginLab Corp.).

To determine the ATP binding characteristics of MRP3

in the absence of Mg2?, MgSO4 was omitted and 5 mM

EDTA was added. The mol of protein-bound SL-ATP per

mol of protein was plotted over the concentration of free

SL-ATP present. Results were fitted using either hyper-

bolic curve analysis (see above) or with the Hill equation.

In the Hill equation y = Bmax (xn/(kn ? xn)), where B max

represents the maximum number of binding sites, k rep-

resents the dissociation constant, and n is the Hill coeffi-

cient value. Nonlinear curve fits were performed using

Origin 7 (Origin Lab Corp.).

Acknowledgments This work was supported by a grant from the

SMU University Research Council to PDV and a grant from the

Jasper and Jack Wilson Foundation to ILU. The authors wish to thank

J. G. Wise for helpful discussions. The authors wish to thank Dr.

Jurgen Zirkel, Lipoid GmbH, Germany, for providing us with 100%

pure lyso-phosphatidyl cholin.

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