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Amino acid biosynthesis and metabolic flux profiling of Pichia pastoris Aina Sola`1,2, Hannu Maaheimo2,3, Katri Ylo¨nen3, Pau Ferrer1and Thomas Szyperski2 1 Department of Chemical Engine

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Amino acid biosynthesis and metabolic flux profiling of Pichia pastoris Aina Sola`1,2, Hannu Maaheimo2,3, Katri Ylo¨nen3, Pau Ferrer1and Thomas Szyperski2

1 Department of Chemical Engineering, Escola Te`cnica Superior d’Enginyeria (E.T.S.E), Universitat Auto`noma de Barcelona, Bellaterra, Spain; 2 Department of Chemistry, University at Buffalo, The State University of New York at Buffalo, NY, USA;

3 NMR-laboratory and Structural Biology and Biophysics Program, VTT Biotechnology, Helsinki, Finland

Amino acid biosynthesis and central carbon metabolism of

Pichia pastoriswere studied using biosynthetically directed

fractional 13C labeling Cells were grown aerobically in a

chemostat culture fed at two dilution rates (0.05 h)1,

0.16 h)1) with glycerol as the sole carbon source For

investigation of amino acid biosynthesis and comparison

with glycerol cultivations, cells were also grown at 0.16 h)1

on glucose Our results show that, firstly, amino acids are

synthesized as in Saccharomyces cerevisiae Secondly,

bio-synthesis of mitochondrial pyruvate via the malic enzyme

is not registered for any of the three cultivations Thirdly,

transfer of oxaloacetate across the mitochondrial membrane

appears bidirectional, with a smaller fraction of cytosolic

oxaloacetate stemming from the mitochondrial pool at the

higher dilution rate of 0.16 h)1(for glucose or glycerol

cul-tivation) when compared to the glycerol cultivation at 0.05 h)1 Fourthly, the fraction of anaplerotic synthesis of oxaloacetate increases from 33% to 48% when increasing the dilution rate for glycerol supply, while 38% is detected when glucose is fed Finally, the cultivation on glucose also allowed qualitative comparison with the flux ratio profile previously published for Pichia stipitis and S cerevisiae grown on glucose in a chemostat culture at a dilution rate of 0.1 h)1 This provided a first indication that regulation of central carbon metabolism in P pastoris and S cerevisiae might be more similar to each other than to P stipitis Keywords: 13C NMR; central metabolism; flux profiling; metabolic engineering; Pichia pastoris

The methylotrophic yeast Pichia pastoris has emerged as an important host for heterologous protein expression in both biomedical research and industrial biotechnology [1,2] As a eukaryotic organism, P pastoris offers well known advan-tages for protein expression, such as facilitated proteolytic processing as well as efficient protein folding, disulfide bond formation and glycosylation Very recently, the capability of

P pastoristo produce complex human glycoproteins has been demonstrated in a paradigmatic study [3], indicating that this organism might well become the premier choice for future expression of human proteins for medical applica-tions Specific advantages of P pastoris are due to (a) the availability of an unusually tightly regulated promoter from the methanol-regulated alcohol oxidase I gene (AOX1) (b) the system’s efficient protein secretion which, combined with the very low secretion levels of endogenous proteins, is a major advantage for their purification, and (c) P pastoris’ preference to grow in a respiratory mode, which tends to reduce the excretion of fermentation byproducts such as ethanol or acetic acid and allows one to reach exceptionally high cell densities Furthermore, P pastoris expresses pro-teins at high levels when grown on a minimal medium, which also makes this yeast strain attractive for the production of stable isotope labeled proteins [4,5] for NMR-based struc-tural biology and strucstruc-tural genomics [6]

The level of protein expression in P pastoris depends critically on the growth conditions, and the attainment of high cell densities has been shown to improve protein yields substantially [7] Typically, aerobic growth is achieved in two phases First, the cells are grown in a batch culture with glycerol Subsequently, a mixture of glycerol and methanol

Correspondence to P Ferrer, Department of Chemical Engineering,

Escola Te`cnica Superior d’Enginyeria (E.T.S.E), Universitat

Auto`noma de Barcelona, 08193-Bellaterra, Spain.

Fax: +34 935 812013, Tel.: +34 935 812141,

E-mail: pau.ferrer@uab.es and Thomas Szyperski,

Department of Chemistry, University at Buffalo, The State University

of New York at Buffalo, NY 14260, USA.

Fax: + 1 716 6457338, Tel.: + 1 716 6456800 ext 2245,

E-mail: szypersk@chem.buffalo.edu

Abbreviations: [ 13 C, 1 H]-COSY, [ 13 C, 1 H] correlation NMR

spectroscopy; BDF, biosynthetically directed fractional;

METAFoR, metabolic flux ratio; ROL, Rhizopus oryzae lipase;

D, dilution rate; l max , maximum specific growth rate;

cyt, cytosolic; mt, mitochondrial; TCA, tricarboxylic acid;

PEP, phosphoenolpyruvate; PPP, pentose phosphate pathway;

PYR, pyruvate; OAA, oxaloacetate; SHMT, serine

hydroxymethyl-transferase; GCV, glycine cleavage pathway; ICL, isocitrate lyase;

MS, malate synthase.

Enzymes: alanine:glyoxylate amino transferase (EC 2.6.1.44), glycine

cleavage system (EC 2.1.2.10), glycerol kinase (EC 2.7.1.30),

FAD-dependent glycerol-3-phosphate dehydrogenase (EC 1.1.99.5),

isocitrate lyase (EC 4.1.3.1), lipase [triacylglycerol acylhydrolase]

(EC 3.1.1.3), malic enzyme (EC 1.1.1.39/1.1.40), malate synthase

(EC 2.3.3.9), pyruvate carboxylase (EC 6.4.1.1), phosphoenolpyruvate

carboxykinase (EC 4.1.1.49), serine hydroxymethyltransferase

(EC 2.1.2.1), succinate dehydrogenase (EC 1.1.1.42), threonine

aldo-lase (EC 4.1.2.5), transaldoaldo-lase (EC 2.2.1.2), transketoaldo-lase

(EC 2.2.1.1).

(Received 19 December 2003, revised 23 March 2004,

accepted 20 April 2004)

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is fed to the culture in a fed-batch mode During this second

growth phase, the production of the recombinant protein is

induced by methanol, which activates the AOX1 promoter

controlling the heterologous gene Notably, adaptation to

growth on methanol leads to the induction of several key

enzymes, e.g alcohol oxidase, catalase, formaldehyde

dehydrogenase and dihydroxyacetone synthase, as well as

peroxisome biosynthesis [8] Although methanol

assimil-ation is rather strongly repressed by multicarbon sources

such as glucose and glycerol, coassimilation of a

multicar-bon source and methanol can be triggered at certain growth

conditions [9] In turn, this allows one to generate a

significant fraction of the heterologous protein from the

cheap C1 source methanol

Although the central metabolic bioreaction network is

quite similar for all yeast strains, important variations exist

with respect to its regulation [10,11] It is, for example, well

documented that during aerobic growth of Saccharomyces

cerevisiae, catabolism of glucose and related sugars causes

a strong impairment in respiratory capacity (the so called

Crabtree-effect) In contrast, most non-Saccharomyces

yeasts grow under aerobic conditions in a respiratory mode,

that is, reduction equivalents are used to reduce oxygen to

water In fact, variations in the regulation of central carbon

metabolism in non-S cerevisiae genera are essentially

unexplored Moreover, even more comprehensive

investi-gations of amino acid metabolism have so far been pursued

only for S cerevisiae (for example [12]) In view of the

outstanding role of P pastoris for biotechnology research,

this organism represents an obvious target for studies of its

metabolism

Stable isotope labeling experiments employed in

con-junction with NMR spectroscopy and/or mass spectrometry

[13] are a powerful tool for metabolic studies In particular,

biosynthetically directed fractional (BDF)13C labeling of

proteinogenic amino acids has been developed into a

cost-effective approach to assess the topology of active

bioreac-tions (i.e the active pathways) and to quantify metabolic

flux ratios [14] BDFlabeling has been applied to study

central carbon metabolism of eubacteria [14–16] as well as

eukaryotic yeast cells [17,18] Moreover, when feeding

glycerol as the sole carbon source, such labeling enabled one

to explore amino acid biosynthesis pathways in the

halo-philic archaeon Haloarcula hispanica [19]

In this publication, we employ BDF 13C-labeling to

elucidate the central carbon metabolism of P pastoris cells

growing under different dilution rates in chemostat cultures

Specifically, this study focuses on characterizing P pastoris

cells growing on glycerol For comprehensive investigation

of amino acid biosynthesis and comparison with flux ratios

obtained for growth on glycerol, P pastoris was also grown

with glucose as the sole carbon source

Materials and methods

Strain and media

A prototrophic P pastoris strain expressing a heterologous

protein – a Rhizopus oryzae lipase (ROL) – under the

transcriptional control of the AOX1 promoter has been

chosen for metabolic flux ratio profiling Pichia pastoris

x-33/pPICZaA-ROL [20] is the wild type x-33 strain

(Invitrogen, Carlsbad, CA, USA) with the pPICZaA-derived expression vector (Invitrogen) containing the ROL gene, pPICZaA-ROL, integrated in its AOX1 locus Chemostat cultures were fed with a defined minimal medium containing per litre of deionized water: yeast nitrogen base (YNB; Difco, Detroit, MI, USA), 0.17 g; (NH4)2SO4, 5 g; glycerol

or glucose, 10 g; Antifoam Mazu DF7960 (Mazer Chem-icals, PPG Industries, Gurnee, IL, USA), 0.1 mL The YNB components were sterilized separately by microfiltration and then added to the bioreactor The medium used for starter cultures was YPD medium containing 1% (w/v) yeast extract, 2% (w/v) peptone, 2% (w/v) dextrose Chemostat cultivations

Continuous cultivations were carried out at a working volume of 0.8 L in a 1.5 L bench-top bioreactor (BiofloIII, New Brunswick, NJ, USA) at 30C, and a minimum of 30% dissolved oxygen tension Cultivations using glycerol

as the sole carbon source were performed at two different dilution rates, D (defined as volumetric flow rate/working volume) of 0.05 h)1 and 0.16 h)1 The cultivation using glucose as sole carbon source was performed at

D¼ 0.16 h)1 The maximum specific growth rates, lmax,

of P pastoris on excess glycerol or glucose are virtually identical (0.17 and 0.18 h)1, respectively) Hence, at

D¼ 0.16 h)1cells are growing at around 90% of lmax, for both the glycerol and the glucose cultivation This ensures comparability of metabolic flux ratios Medium feeding was controlled by a Masterflex pump (Cole-Parmer, Vernon Hills, IL, USA) The working volume was kept constant by removal of effluent from the center of the culture volume by use of a peristaltic pump (B Braun Biotech Int., Melsungen, Germany) The pH of the culture was maintained at 5.5 by addition of 1M KOH, and the airflow was maintained at 1 LÆmin)1with filter-sterilized air using a mass flow controller (Brooks Instruments B.V., Veenendaal, the Netherlands) The agitation speed was set

to 500 r.p.m Starter cultures (100 mL) were grown in 1 L baffled shake flasks at 200 r.p.m., 30C for 24 h Cells were harvested by centrifugation (4000 g, 10 mins) and resus-pended in fresh medium prior to the inoculation of the bioreactor

Analytical procedures Cell biomass was monitored by measuring the attenuance at

600 nm For cellular dry weight, a known volume of cultivation broth was filtered using preweighted filters; these were washed with two volumes of distilled water and dried

to constant weight Samples for extracellular metabolite analyses were centrifuged at 12 000 g for 2 min in a microcentrifuge to remove the cells Glycerol, glucose, organic acids and ethanol were analyzed by HPLC (Hewlett Packard 1050, Wilmington, DE, USA) analysis using an ionic exchange column, Aminex HPX-87H (Bio-Rad, Hercules, CA, USA) The mobile phase was 15 mMsulfuric acid The injection volume was 20 lL Data was quantified

by theMILLENIUM2.15.10 software (Waters, Milford, MA, USA) The exhaust gas of the bioreactor was cooled in a condenser at 2–4C (Frigomix R; B Braun Biotech Int., Melsungen, Germany) and dried through a silica gel

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column Concentrations of oxygen and carbon dioxide in

the exhaust gas of bioreactor cultivations were determined

on line with a mass spectrometer (Omnistar; Balzers

Instruments, Liechtenstein)

Biosynthetically directed fractional (BDF)13C-labeling

P pastoriscells were fed with a minimal medium containing

either 10 gÆL)1glycerol or glucose for five volume changes to

reach a metabolic steady state, as is indicated by a constant

cell density and constant oxygen and carbon dioxide

concentrations in the bioreactor exhaust gas BDF 13

C-labeling was achieved as described [16,18], that is, by feeding

the medium containing about 10% (w/w) of uniformly13

C-labeled and 90% (w/w) unC-labeled substrate for one volume

change Uniformly13C-labeled glycerol and glucose (isotopic

enrichment of > 98%) were purchased from Martek

Biosciences (Columbia, MD, USA) and Spectra Stable

Isotopes (Columbia, MD, USA), respectively Cells were

then harvested by centrifugation at 4000 g for 10 min,

resuspended in 20 mMTris/HCl (pH 7.6) and centrifuged

again Finally, the washed cell pellets were lyophilized

(Benchtop 5L Virtis Sentry, Virtis Co., Gardiner, NY,

USA), of which 200 mg were resuspended in 3 mL of 20 mM

Tris/HCl (pH 7.6) After addition of 6 mL of 6MHCl, the

biomass was hydrolyzed in sealed glass tubes at 110C for

24 h, the solutions were filtered using 0.2 lm filters

(Millex-GP, Millipore, Bedford, MA, USA) and lyophilized

NMR spectroscopy and data analysis

The lyophilized hydrolysates were dissolved in 0.1M DCl

in D2O, and 2D [13C,1H]-COSY spectra were acquired for

both aliphatic and aromatic resonances as described [14] at

40C on a Varian Inova spectrometer (Varian, Inc., Palo

Alto, CA, USA) operating at a1H resonance frequency of

600 MHz The spectra were processed using the program

PROSA[21] or standard Varian spectrometer softwareVNMR

(version 6.1, C) The programFCAL2.3.1 [22] was used for

the integration of 13C-13C scalar fine structures in 2D

[13C,1H]-COSY, for the calculation of relative abundances

(f-values) of intact carbon fragments arising from a single

carbon source molecule [14], and for the calculation of the

resulting flux ratios through several key pathways in central

metabolism [14,17]

As described previously [13–19], the calculation of the

flux ratios when using fractional13C-labeling of amino acids

is based on assuming both a metabolic (see above) and an

isotopomeric steady state To establish an affordable

protocol for13C-labeling, it has been proposed to feed a

chemostat, which is operating in metabolic steady state, for

the duration of one volume change with the medium

containing the13C-labeled substrate [16,18] before

harvest-ing the biomass Then, the fraction of unlabeled biomass

produced prior to the start of the supply with13C-labeled

medium can be calculated following simple wash-out

kinetics [16,18,23–25] When chemostats are fed in a carbon

limited manner, one usually finds that (a) the steady-state

concentration of labeled carbon source in the bioreactor is

small (or even zero), and (b) only small metabolic

byprod-ucts, which could be potentially re-imported into the cell

after some time, are synthesized Both conditions are met

for the chemostat cultivations of the present study Hence, after the supply was switched from unlabeled to labeled substrate, only smaller intracellular pools of metabolites had to reach isotopic steady state, which is usually attained for yeast within about half an hour or less [25] (Notably, bacterial cells reach isotopic steady state within a few minutes or even faster [26], except when very large intracellular pools are present in high-yield overproducing strains [24,27–29].) At D¼ 0.16 h)1(0.05 h)1) one volume change requires 6.25 (20) hours, and we thus find that only a small fraction of the labeled biomass is generated while intracellular metabolism is far from isotopic equilibrium In fact, van Winden et al [25] determined in their experimental setup that the slowest wash-in rate in yeast cells growing in

a chemostat was 0.63· 10)3s)1 Even at D¼ 0.16 h)1this

is much faster than the turnover rate of biomass (4.4· 10)5h)1) Hence, the errors of flux ratios resulting from biomass that was fractionally labeled under isotopic nonsteady state conditions were neglected In agreement with this proposition, we do not observe inconsistencies for labeling patterns that serve to validate the bioreaction network (Fig 1) Such inconsistencies are expected if isotopomeric steady state was not reached before the majority of fractional13C labeled biomass was generated,

as the pools of different metabolite approach isotopic steady state at different rates [25]

A special technical comment relates to the fact that the formalism developed for calculating flux ratios for cells that were grown on glucose is also readily applicable for experiments where glycerol is fed This is because the catabolic breakdown of uniformly labeled [13C]glycerol does not generate isotopomers which differ from those created when glucose is fed A more detailed discussion can be found in a recent article describing a study in which fractional labeling of biomass was achieved with glycerol as the sole carbon source [19]

Biochemical reaction network model forP pastoris Because the central carbon metabolism of P pastoris has so far not been comprehensively characterized, the biochemical reaction network model taken for data interpretation was the one recently identified for S cerevisiae [17,18], which has also been shown to be suitable for Pichia stipitis [18] Following consideration of published data [10,30], only the pathway for glycerol metabolism was added (Fig 1) This involves glycerol phosphorylation by a cytosolic glycerol kinase to 3-phosphoglycerol which is subsequently oxidized

by a mitochondrial (membrane) FAD-dependent glycerol phosphate ubiquitone oxidoreductase in order to yield dihydroxyacetone phosphate The thus generated dihyd-roxyacetone phosphate serves for both pyruvate synthesis and gluconeogenesis [10] In principle, the glyoxylate cycle also had to be included (and is thus indicated in grey in Fig 1) The two characteristic reactions of this cycle are catalyzed by malate synthase (MS) and isocitrate lyase (ICL), which are subject to catabolite repression in S cere-visiae [31] Notably, repression occurs to a lesser extent when S cerevisiae grows on a medium containing a nonfermentable carbon source such as glycerol as the sole carbon source [32,33] Although ICL and MS are most probably cytosolic in S cerevisiae [10], they are assumed to

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be located in peroxisomes in methylotrophic yeasts such as

P pastoris[34] However, the13C-labeling pattern arising

from the action of the glyoxylate cycle and the efflux of

oxaloacetate (OAA) from the mitochondria cannot be

distinguished [18] Hence, the exchange of OAA between the cytosol and mitochondria was likewise considered to

be bidirectional, as discussed for yeast cells growing in glucose-limited chemostat cultivations [18] (Note, that

Fig 1 Network of active biochemical pathways constructed for P pastoris cells grown with either glycerol or glucose as the sole carbon source The network is based on the networks recently identified for S cerevisiae [17] and P stipitis [18] and on the literature on P pastoris metabolism [10,30] (see text) The central carbon metabolism of P pastoris is dissected into cytosolic and mitochondrial subnetworks In addition, the glyoxylate cycle reactions are supposed to reside in peroxisomes in methylotrophic yeast like P pastoris Because the reactions of the glyoxylate cannot be identified with the currently employed13C-labeling strategy (see text), its reactions are depicted in grey The amino acids and the carbon fragments originating from a single intermediate of the central carbon metabolism are represented in rectangular boxes Thin lines between the amino acid carbon atoms denote carbon bonds that are formed between fragments originating from different precursor molecules, while thick lines indicate the intact carbon connectivities in the fragments arising from a single precursor molecule The carbon skeletons of the intermediates of the glycolysis, TCA cycle and pentose phosphate pathway are represented by circles, squares and triangles, respectively The numbering of the carbon atoms refers to the corresponding atoms in the precursor molecule Abbreviations: AcCoA, Acetyl-Coenzyme A; DHAP, dihydroxyacetone phosphate; E4P, erythrose 4-phosphate; F6P, fructose 6-phosphate; Fum, fumarate; G6P, glucose 6-phosphate; Glc, glucose; Glyox, glyoxylate; G3P, glyceralde-hyde 3-phosphate; 3PG, 3-phosphoglycerate; Mae, malic enzyme; Mal, malate; OAA, oxaloacetate; 2Og, 2-oxoglutarate; PYR, pyruvate; PEP, phosphoenolpyruvate; S7P, seduheptulose-7-phosphate; Ser, serine; Succ, succinate For AcCoA, Fum, OAA, PYR and Succ cytosolic (cyt) and mitochondrial (mt) pools are indicated separately.

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exchange of C4 intermediates in cytosol and mitochondria

may occur via either shuttle transport mechanisms of the

tricarboxylic acid (TCA) cycle intermediates, e.g

succinate-fumarate shuttle [35,36], or mitochondrial redox shuttles,

e.g malate-oxaloacetate shuttle, malate-aspartate shuttle

and malate-pyruvate shuttle [37])

Results and discussion

P pastoriscultivations in aerobic chemostats using glycerol

as the sole carbon source were performed at dilution rates of

D¼ 0.16 h)1, which is slightly below the maximum specific

growth rate of the organism previously observed in a batch

culture on glycerol (0.17 h)1, A Sola`, unpublished results),

and D¼ 0.05 h)1, where the glycerol supply is

growth-limiting (Table 1) Consistently, some residual glycerol

(3.0 gÆL)1) was detected in the chemostat operating at

D¼ 0.16 h)1, while no glycerol was found at D¼ 0.05 h)1

Biomass yield per gram of glycerol was 0.63 g (cell dry

weight) in both cases An aerobic chemostat cultivation

using glucose as sole carbon source was performed at

D¼ 0.16 h)1(Table 1) In this case, the biomass yield was

0.57 g (cell dry weight) per gram of glucose, slightly lower

than for cells grown on glycerol Moreover, cells growing on

glucose exhibited higher CO2 production rates compared

with cells growing on glycerol at the same growth rate The

residual glucose concentration in the corresponding

culti-vation was 0.5 gÆL)1, indicating that the cells were likewise

growing close to the maximum specific growth rate (which

was 0.18 h)1for P pastoris grown in a batch culture with

excess glucose) Notably, ethanol, acetate, succinate and

pyruvate were not detected by HPLC in any of the

cultivations, and carbon balances closed within 5% Hence,

P pastoris used both glycerol and glucose entirely to

generate biomass and CO2 This supports the notion that

P pastoris cells grow exclusively in a respiratory manner

and are thus efficient biomass and protein producers

The metabolic flux ratio analyses were performed with

hydrolyzed biomass samples that were harvested from these

chemostat cultures in physiological steady-state 2D

[13C,1H]-COSY data were analyzed as described [17],

yielding the desired relative abundances (f-values) of intact

carbon fragments arising from a single source molecule of

glycerol or glucose (Table 2)

Biosynthesis of proteinogenic amino acids and C1

metabolism inP pastoris

As expected, the f-values obtained for the glucose and

glycerol cultivations (Table 2) show that the proteinogenic

amino acids are primarily synthesized in P pastoris

accord-ing to the pathways documented for S cerevisiae [12,17,38,39] In particular, the data confirm that (a) Lys synthesis occurs primarily via the a-aminoadipate pathway, (b) Ser is (primarily) synthesized from 3-phosphoglycerate, and (c) the pool of Ser molecules is affected by reversible cleavage by serine hydroxymethyltransferase (SHMT; about 40% were cleaved in all three cultivations) For Gly synthesis, yeasts can cleave either Ser (via SHMT) or Thr (via threonine aldolase) Due to near degeneracy of f-values, however, it is not possible to accurately determine the relative contribution of the two pathways, or to distinguish between cytosolic and mitochondrial SHMT activity Nonetheless, the data prove that the SHMT pathway is active This is consistent with recent 13C-labeling experi-ments with S cerevisiae cells growing on glucose batch cultures, where the threonine aldolase pathway accounts for only about one-third of the Gly biosynthesis, leaving the SHMT pathway as the major route to Gly in these cells [40]

In contrast to the SHMT pathway, Thr cleavage reaction via threonine aldolase is, if present, irreversible This can be readily inferred from the fact that nearly identical f-values were obtained from Thr and Asp Gly may also be synthesized from a C1 unit and CO2via the mitochondrial glycine cleavage (GCV) pathway In contrast to the previous study with S cerevisiae [17] and the present glucose cultivation of P pastoris, we find in the glycerol cultivations

no evidence for the efflux into cytosol of Gly which has been reversibly cleaved by GCV Hence, it may either be that the mitochondrial GCV pathway is operating irreversibly, or that Gly is not exported into the cytosol when cells are grown on glycerol In principle, yeasts can also synthesize Gly from TCA cycle intermediates via ICL and the alanine, glyoxylate aminotransferase [41] However, our data suggest that the activity of the glyoxylate cycle is low (see below), so that this route for Gly synthesis is, if active at all, likely to be

of minor importance

Central carbon metabolism ofP pastoris growing

on glycerol in chemostats The use of the C3 source glycerol for BDF13C-labeling of proteinogenic amino acids enabled the determination of the flux ratios for reactions associated with the TCA cycle, while those related to glycolysis and the pentose phosphate pathway (PPP) cannot be assessed (Table 3) This is because labeled glycerol being metabolized through gluconeogenesis and oxidative PPP does not produce labeling patterns that are sufficiently distinct from those generated when glycerol

is channeled through the nonoxidative PPP In fact, the only information that can be derived with respect to the operation of the PPP is obtained from the f-values of His

Table 1 Growth parameters at steady state chemostat cultivations of P pastoris Y s/x represents the biomass yield, q glyc , q glc and q O2 are specific utilization rates; q CO2 specific production rates, where glyc and glc indicate glycerol and glucose, respectively ND, not determined.

Carbon source and

dilution rate

(D, [h)1])

Residual substrate concentration (gÆL)1)

Y s/x

(g (dry wt)Æg)1)

q glyc , q gluc

(mmolÆg)1Æh)1)

q CO2

(mmolÆg)1Æh)1)

q O2

(mmolÆg)1Æh)1)

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Cb (Table 2) These reveal the reversible activity of the

transketolase and transaldolase reactions when P pastoris

is grown on glycerol On the other hand, the wealth of

information obtained for pathways associated with the

TCA intermediates can be summarized as follows (Fig 2): (a) Gluconeogenesis from cyt-OAA via phosphoenolpyru-vate (PEP) carboxykinase is not registered (b) Synthesis of mitochondrial pyruvate (mt-PYR) from malate via malic

Table 2 Relative abundances of intact C2 and C3 fragments in proteinogenic amino acids The first column indicates the carbon position for which the 13 C fine structure was observed The f-values were calculated as described [14], and are given for the glycerol chemostat cultivation at

D ¼ 0.05 h)1in columns 2–5, for the glycerol chemostat cultivation at D ¼ 0.16 h)1in columns 6–9 and for the glucose chemostat cultivation at

D ¼ 0.16 h)1in columns 10–13 Note, first, that for terminal carbons f(2*)and f(3)are not defined, second, that in cases where f(2*)is not given for a mid-chain carbon, the carbon-carbon scalar coupling constants are similar and the two doublets cannot be distinguished, and third, that for Tyr the two carbons d 1 and d 2 , and e 1 and e 2 , respectively, give rise to only one 13 C fine structure each [14] ND, not determined.

Carbon atom

Relative abundance of intact carbon fragments Glycerol (0.05 h)1) Glycerol (0.16 h)1) Glucose (0.16 h)1)

f(1) f(2) f(2*) f(3) f(1) f(2) f(2*) f(3) f(1) f(2) f(2*) f(3) Ala-a 0.02 0.06 0 0.92 0.01 0.07 0 0.92 0 0.14 0.01 0.85

Asp-a 0.26 0.09 0.42 0.23 0.14 0.04 0.18 0.64 0.12 0.12 0.16 0.60 Asp-b 0.26 0.23 0.42 0.09 0.14 0.65 0.17 0.04 0.13 0.71 0.14 0.02 Glu-a 0.24 0.21 0.45 0.10 0.15 0.32 0.39 0.14 0.22 0.27 0.41 0.10

Ile-c 1 0.46 0.51 – 0.03 0.76 0.21 – 0.03 0.74 0.19 – 0.07

Lys-a 0.03 0.07 0.87 0.03 0.03 0.1 0.81 0.06 0.06 0 0.92 0.02

Met-a 0.23 0.13 0.39 0.25 0.12 0.08 0.22 0.58 0.14 0 0.21 0.65

Pro-a 0.29 0.15 0.42 0.14 0.27 0.29 0.27 0.17 0.29 0.28 0.37 0.06

Pro-c 0.06 0.90 – 0.04 0.13 0.85 – 0.02 0.12 0.86 – 0.02

Ser-a 0.01 0 0.42 0.57 0.03 0 0.40 0.57 0.13 0.04 0.36 0.47

Thr-a 0.27 0.09 0.40 0.24 0.13 0.05 0.17 0.65 0.16 0.09 0.13 0.62

Tyr-a 0.06 0 0.01 0.93 0.06 0 0.01 0.93 0.03 0.11 0 0.86

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enzyme is likewise not observed (c) The fraction of

mt-OAA reversibly interconverted to fumarate is about

the same at high and low dilution rates (d) The fraction of

cytosolic-OAA that stems from the mitochondrial pool of

C4 intermediates, e.g via malate-Asp and/or malate-OAA

shuttles [37] (or has possibly been synthesized via the

glyoxylate cycle) is about twice as high at the lower dilution

rate This indicates that at close to maximal growth rates, a

largely unidirectional flux of OAA from the cytosol to the

mitochondria occurs (e) Significant variations were also identified for the anaplerotic supply of the TCA cycle – a higher fraction of mt-OAA arising from PEP at a higher growth rate reflects the increased demand for biosynthetic building blocks

Comparative profiling ofP pastoris grown on glycerol and glucose

At D¼ 0.16 h)1, P pastoris cells grow at about 90% of the maximum specific growth rate with both glycerol and glucose provided as the sole carbon source Hence, the comparison of flux ratios at this dilution rate allows one to assess the impact of the different chemical nature of the two molecules (Fig 1) on metabolic regulation when the same

biomass production objective is reached Overall, flux ratios turn out to be rather similar (Table 3), as could be expected due to the very similar oxidation state of glycerol and glucose The only notable difference is detected for the anaplerotic supply of the TCA cycle: for cells grown on glycerol, the fraction of mt-OAA arising from PEP is about 10% higher than on glucose The ratio [biomass/(bio-mass + CO2)] formation changes accordingly, that is, cells growing on glucose produce CO2 at higher rates with slightly less biomass being formed when compared to cells grown on glycerol Among the invariant flux ratios, we find that mt-PYR synthesis from malate is negligible in all chemostat cultures Consistently, malic enzyme activities were found only at low basal levels in P pastoris cultures grown on either glycerol or glucose This finding is in contrast to the important role of the malic enzyme for mt-PYR metabolism in respiro-fermentative glucose batch cultures of S cerevisiae [17] Due to degeneracy of the labeling patterns, the glyoxylate cycle activity cannot be

Table 3 Origins of metabolic intermediates during aerobic growth of P pastoris in glycerol chemostat cultures at D = 0.05 h-1and D = 0.16 h-1, and

in glucose chemostat culture at D = 0.16 h-1 For comparison, corresponding data previously reported for P stipitis and S cerevisiae glucose-limited chemostat aerobic cultures at D ¼ 0.10 h)1[18] are given in the two right-most columns.

Metabolites

Fraction of total pool [%] (mean ± SD)

P pastoris P stipitis S cerevisiae Glycerol

0.05 h)1

Glycerol 0.16 h)1

Glucose 0.16 h)1

Glucosea 0.10 h)1

Glucosea 0.10 h)1 Cytosol

PEP derived from PPP through at least one

transketolase reaction (upper bound)

P5P from glucose (lower bound) – – 34 ± 2 28 ± 2 41 ± 2 R5P from G3P and S7P (TK reaction) ND ND 66 ± 2 72 ± 2 59 ± 2 R5P from E4P (TK and TA reactions) ND ND 23 ± 2 43 ± 2 33 ± 2

PEP from cyt-OAA (PEP carboxykinase reaction) 0–3 0–6 0–6 0–3 0–10 cyt-OAA from cyt-PYR b 32 ± 2 68 ± 4 63 ± 4 24 ± 3 62 ± 4 cyt-OAA reversibly converted to fumarate at least once

(cytosolic or intercompartmental exchange)

56 ± 13 12 ± 6 6 ± 5 47 ± 16 0–8

Mitochondria

mt-OAA from PEP (anaplerotic supply of TCA cycle) 33 ± 2 48 ± 2 38 ± 2 32 ± 2 31 ± 2 mt-OAA reversibly converted to fumarate at least once 65 ± 14 61 ± 14 52 ± 14 58 ± 14 56 ± 14

a

Data taken from [18].bValues assuming absence of cytosolic-OAA from fumarate conversion.

Fig 2 Summary of flux information involving the pools of TCA

inter-mediates when P pastoris cells are grown in a chemostat The top,

middle and bottom values in the boxes correspond, respectively, to the

glycerol cultivation at D ¼ 0.05 h)1, the glycerol cultivation at

D ¼ 0.16 h)1and the glucose cultivation at D ¼ 0.16 h)1 Note that

values associated with arrows pointing at the same metabolite pool add

up to 100% For abbreviations see the legend of Fig 1.

Trang 8

reliably identified from the NMR data However, to

confirm the previously established view that the glyoxylate

cycle is low when yeast cells grow aerobically on glucose

[17,18], we have measured ICL activities in the P pastoris

cultures Indeed, about the same low ICL activities

(0.018 UÆmg)1 of protein and 0.019 UÆmg)1 of protein,

respectively) were detected in the glucose (D¼ 0.16 h)1)

and glycerol (D¼ 0.05 h)1) limited cultures For cells

grown on glycerol at D¼ 0.16 h)1, the ICL activities were

further reduced (5.07· 10)3UÆmg)1of protein) Glucose is

known to repress the glyoxylate pathway in S cerevisiae

[42], and our enzyme assays show that a similar degree of

repression is induced by glycerol in P pastoris

Comparison ofP pastoris with P stipitis and

S cerevisiae

The central carbon metabolism of S cerevisiae and P

stip-itis cells grown on glucose in chemostat cultures at

D¼ 0.1 h)1has been previously characterized [18] Here

we compare (Table 3) these earlier studies with the new data

for P pastoris growing in glucose chemostat cultures at

D¼ 0.16 h)1 The S cerevisiae and P stipitis glucose

limited continuous cultivations were carried out at about

one-third of the lmax, whereas for the present P pastoris

cultivation about 90% of the lmaxwas reached Moreover,

the medium composition was somewhat different in the

earlier studies [18] Nonetheless, in all cultivations we find

that cells exhibit a respiratory metabolism operating to

support comparably fast cell growth with very little or no

byproduct formation Moreover, the same approach for flux

ratio profiling was used [17], which facilitates comparison

Remarkably, we find that, overall, flux ratios of P

pas-torisat D¼ 0.16 h)1are more similar to those of S

cere-visiaethan P stipitis (both at D¼ 0.1 h)1) For example,

the fraction of cyt-OAA stemming from cyt-PYR is the

same for P pastoris and S cerevisiae, but about 2.5 times

larger in P stipitis This might indicate that in P pastoris

and S cerevisiae the cytosolic and mitochondrial PYR

pools are less well equilibrated in the aerobic growth regime

Similarly, the fraction of cyt-OAA reversibly converted to

fumarate is very low for P pastoris and S cerevisiae, while

about half of the cyt-OAA molecules in P stipitis have

undergone such an interconversion at least once Consistent

with the faster growth, a somewhat increased anaplerotic

supply is detected for P pastoris Although any generalized

conclusion is hampered by the fact that the dilution rate and

the growth media were not the same for all cultivations, our

findings might possibly provide a first indication that

regulation of central carbon metabolism in P pastoris

and S cerevisiae are more similar to each other than to

P stipitis

Conclusions

This is the first comprehensive study of amino acid

biosynthesis and central carbon metabolism of the yeast

P pastoris In the framework of this study, we have

established the BDF13C-labeling approach of proteinogenic

amino acids as an analytical tool to study intermediary

metabolism of yeast cells grown on glycerol This approach

allows one to accurately map the metabolic state of the TCA

cycle and associated pathways, thus being an important methodological expansion for investigating the metabo-lism of eukaryotic cells grown with carbon sources other than glucose Specifically, we have shown that (a) the common amino acids are synthesized in P pastoris as previously described for S cerevisiae, and that (b) growth

on glucose and glycerol results in rather similar flux ratio profiles Our investigation can be expected to become a valuable baseline study for future experiments that are geared towards profiling P pastoris cells growing on mixtures of glycerol and methanol Such studies will probably also support the optimization of the larger-scale production of glycosylated human proteins for biomedical applications

Acknowledgements

This work was supported by the University at Buffalo, The State University of New York, the Spanish Ministry of Science and Technology (CICYT project PPQ2001-1908), and the Academy of Finland (projects 52311 and 202409) The authors thank J M Cregg and C Gancedo for useful comments, and O Cos for technical assistance with cultivation off-gas analyses.

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Supplementary material

The following material is available from http://blackwell publishing.com/products/journals/suppmat/EJB/EJB4176/ EJB4176sm.htm

Fig S1 13C Scalar coupling fine structures of BDF

13C-labeled amino acids from the P pastoris cells grown

in glycerol chemostat cultivations at the dilution rates 0.05 h)1and 0.16 h)1

Fig S2 13C Scalar coupling fine structures of BDF

13C-labeled amino acids from the P pastoris cells grown

in glucose chemostat cultivation at dilution rate of 0.16 h)1

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