Genetic selection of peptide aptamers that recognize and inhibit cyclin-dependent kinase 2

Pierre Colas, Barak Cohen, Timm Jessen, Irina Grishina, John McCoy, and Roger Brent

 

 
 
 

A network of interacting proteins controls the activity of Cyclin-Dependent-Kinase 2 (Sherr, 1994; Morgan, 1995) and governs entry of higher eukaryotic cells into S-phase. Analysis of this and other genetic regulatory networks would be facilitated by intracellular reagents that recognized specific targets and inhibited specific network connections. Here we expressed inside cells a combinatorial library of constrained 20-mer peptides displayed in the active site loop of E.coli thioredoxin, and used a two hybrid system to select those that bound human Cdk2. These peptide aptamers were designed to mimic the recognition function of the complementarity determining regions of immunoglobulins. The aptamers recognized different epitopes on the Cdk2 surface with dissociation equilibrium constants in the nanomolar range; those tested inhibited Cdk2 kinase activity. Our results show that peptide aptamers are analogous to monoclonal antibodies, with the advantages that they are isolated together with their coding genes, that their small size should facilitate solution of their structures, and that they are designed to function inside cells.
 

We based our approach on the fact that peptide loops that are anchored at both their amino and carboxyl termini, such as those found in antibody and T cell receptor complementary determining regions, are capable of specific and high affinity molecular recognition. The active site loop of E. coli thioredoxin (TrxA) can be used as a scaffold to display such conformationally-constrained peptides (LaVallie, 1993), which, when expressed as fusions to the flagellin gene product, can recognize distinct combinations of shape, charge, and hydrophobicity (Lu, 1995). Moreover, TrxA is small, soluble, rigid, and readily expressed and purified from E. coli.
 

We constructed a library that directed, in yeast, the synthesis of constrained peptides of random sequence, displayed in the active site of E. coli TrxA and fused to a modified set of protein moieties from the original interaction trap (Gyuris, 1993), a yeast two-hybrid system (Fig. 1a). We chose 20-mers for the displayed peptides, long enough so that they could fold into many different patterns of shape and charge, but short enough so that many of their encoding oligonucleotides lacked stop codons, and so that the structure of the encoded proteins might be easily solved. The library contained 2.9 X 10 9 members, of which >109 directed the synthesis of peptides. Because of the presence of fortuitous restriction sites in some coding oligonucleotides and because some library members contained double inserts, approximately one fifth of the constrained peptides were longer or shorter than unit length. We introduced this interaction library into a selection strain containing a LexA-Cdk2 bait. From 6.0 X 106 transformants, we isolated 14 plasmids that expressed peptide aptamers that interacted with Cdk2 but not with control proteins (detailed in Fig 1b).
 

We used an interaction mating assay (Finley Jr., 1994) to examine the strength and specificity with which the peptide aptamers bound Cdk2 (Fig. 2a). As judged by blue color on interaction matrix plates containing Xgal, all 14 aptamers interacted with the LexA-Cdk2 bait but not with unrelated proteins such as Max or Rb, or with certain Cdk family members such as Cdk4, which shares 47% sequence identity with Cdk2. However, some aptamers interacted with other Cdk family members. The fact that different peptide aptamers showed distinct patterns of cross-reactivity with different Cdks indicated that these aptamers recognized different epitopes conserved among various Cdks. The sequence of the peptide loops is shown in figure 2b. Non-unit-length peptides occured at the same frequency among the Cdk2 interacting aptamers as in the library as a whole. No aptamer showed significant sequence similarity to known proteins, as expected if the 20-mer peptides indeed formed novel recognition structures. All were charged, suggesting that some of their interactions with the Cdk2 target could be ionic. None of the peptides showed more than random similarity to any other, suggesting that we have not yet exhausted the peptide motifs capable of recognizing Cdk2.
 

We arbitrarily chose 6 aptamers for further study. Fig. 3a shows that the peptide aptamers interacted with a GST-Cdk2 fusion protein in vitro, demonstrating that these interactions were independent of any bridge proteins native to yeast. Based on interpolation from interaction trap calibration experiments (Estojak, 1995), the robust transcription that some aptamers directed from the pSH18-34 reporter suggested that the equilibrium dissociation constants (Kds) of the interactions was <10 -6M. In order to precisely measure the binding affinity of the aptamers to Cdk2, we used an evanescent wave instrument (BIAcore, Pharmacia). We coupled purified His6-Cdk2 to CM-dextran chips, then flowed peptide aptamers in running buffer (10mM Hepes pH 7.4 / 50mM NaCl) over the chip, allowed them to bind, and rinsed the chip with running buffer without aptamer. Fig. 3b shows a representative run. We determined association and dissociation rate constants by fitting the association and dissociation phases of at least two runs (typically four runs) for each aptamer to exponential functions using a non-linear least squares algorithm as described (O'Shannessy, 1993). We calculated Kds by dividing dissociation rate constants by association rate constants. Table 1 shows that under these conditions, all aptamers exhibited Kds between 30 and 120nM.
 

The above results raised the possibility that these peptide aptamers might inhibit the activity of Cdk2, perhaps by binding to a face of the molecule and by blocking its interaction with one of its partner proteins or substrates. Accordingly, we tested the ability of the aptamers to inhibit phosphorylation of Histone H1 by Cdk2/Cyclin E kinase (Fig.3c). All tested aptamers did so; under standard conditions (pH7.5, 0mM NaCl) (Kato, 1993), apparent half-inhibitory concentrations ranged from 1.5 to 100nM. To rule out the possibility that a trace bacterial contaminant was responsible for the inhibition, we removed the His6-peptide aptamer from the Pep2 preparation with a rabbit polyclonal anti-thioredoxin antiserum; this immunodepleted preparation no longer inhibited Cdk2 kinase activity (not shown). Half-inhibitory concentrations of aptamers were lower than the Kds measured from evanescent wave experiments, consistent with the idea that some of the energy of each interaction is ionic and is reduced by the salt in the evanescent wave instrument running buffer.
 

In co-precipitation experiments (Reymond, 1995), purified Pep2 did not compete with in vitro-translated cyclin E for binding to in vitro-translated Cdk2 (not shown). However, inhibition by Pep2 was reversed by addition of a 10-fold excess of Histone H1 (not shown), suggesting that at least Pep2 inhibits kinase activity by competing with its H1 substrate.
 

Previous studies have established that libraries of unconstrained peptides contain sequences capable of recognizing targets in vitro (Devlin, 1990; Cwirla, 1990; Lam, 1991; Songyang, 1994; Scott, 1994) and in yeast (Yang, 1995); such isolated peptide sequences often bear similarity to natural interactors. By constrast, although constrained peptide libraries are less conformationally diverse (McConnell, 1994), the lack of conformational diversity should lower the entropic cost if binding causes the loop to adopt a single conformation (Spolar, 1994); we imagine this reduction in entropic cost accounts for the fact that our Cdk2 peptide aptamers recognize their targets with higher affinity than is typically observed for unconstrained peptides (Yang, 1995; Oldenburg, 1992; McLafferty, 1993). This high affinity suggests that peptide aptamers could inhibit protein function in vivo, in the simplest case by binding to specific faces of the target molecule and disrupting its interaction with specific partners or effectors.
 

The ability to generate large numbers of aptamers from combinatorial libraries, taken together with the interaction trap, which offers a powerful selection for those that bind specific proteins, will facilitate the selection of peptide aptamers against a variety of intracellular targets. The use of such aptamers as inhibitors of protein contacts should aid the dissection of the networks of protein interactions that govern division of higher eukaryotic cells and significantly ease the genetic analysis of those metazoan organisms for which isolation of specific missense alleles is now impractical. The analogy with antibodies suggests that peptide aptamers may also be useful in other applications in which immunological reagents are now employed, such as ELISAs, immunofluorescence experiments, and sensors, and suggests routes by which their affinity might be increased: increasing their valency, and using existing interaction technology to select mutants that bind more tightly.
 

Finally, the fact that the variable region is displayed by TrxA, a platform of known structure, should facilitate solution of the loop structure by NMR and X-Ray difference methods and help guide searches for peptide-mimetic compounds more useful as drugs. This first generation of peptide aptamers may one day lead to recognition modules for intracellular nanotechnologies aimed at destroying, modifying, and assembling macromolecules inside cells.
 
 

Acknowledgements
We are grateful to Mark Stahl and Cynthia Bamdad for help with the evanescent wave measurements, Fergus Ryan, Nasir Ahmad and Russ Finley for reagents and experimental advice, Peter Jackson for the Gst-Cdk2 construction, Li-Huei Tsai for the His6-Cdk2 plasmid, David Morgan for providing bacculovirus constructs, and Pamela J. Bjorkman, Hillary C. M. Nelson, Peter Kim, Linda Buck and members of the Brent laboratory for useful discussions and comments on the manuscript. PC was supported by an EMBO long term fellowship, RB was supported by the Pew Scholar's program, Hoechst AG, and an American Cancer Society Faculty Research Award.
 
Tables and Figure Legends
Table 1. Rate and equilibrium binding constants of 6 aptamers. We fitted association and dissociation curves to exponential functions using a non-linear least squares method (O'Shannessy, 1993) and the data analysis program IGOR (Wavemetrics, Inc., Lake Oswego, Oregon).
FIG1. a. Peptide aptamer expression vector. b, Selection of anti-Cdk2 aptamers. METHODS. a. We used the oligonucleotides 5'CAGTCAGTCAGTCAATTGAAGAAGGAGATATACATATGGGTGCTCCTCCAAAAAAGAAGAGAAAGGTAGCTGGTTCTGAGTTCCCGGGGATCACCTTGCGGATTCAGGA3' and 5'ACTGACTGACTGCATATGGAATTCAGAGGCATAATCTGGCACATCATAAGGGTAGGACCCAAAACAAAGGTCTGTTCCGCCTGAGTGACGTTCAGCACGGAACTCACCGGATGACCGCCTTTCTGCAACGG3'to generate a PCR fragment from pLexA- B112 (Ruden, 1991) encoding a fusion between the SV40 nuclear localization sequence, the B112 "acid blob", and the hemagglutinin epitope tag, flanked by MunI and NdeI sites. We excised trxA from pALTRXA-781 (LaVallie, 1993) with NdeI and SalI. We introduced both fragments into the EcoRI/XhoI- cut pJG4-4 (Gyuris, 1993) to create pJM-1. We made the library by annealing 1nmole of an oligonucleotide 5'GACTGACTGGTCCG(NNG/T)20GGTCCTCAGTCAGTCAG3' to 1nmole 5'CTGACTGACTGAGGACC3', synthesizing the second strand with Klenow, cutting the product with AvaII, ligating into RsrII-cut pJM-1, and transforming E. coli GI724 (LaVallie, 1993) to get 2.7 X 10 9 transformants. b. We transformed 100 microgram of the library (Gietz, 1992) into EGY48 containing the LexAop-lacZ reporter pSH18-34 (Golemis, 1992) and a LexA-Cdk2 bait (Gyuris, 1993). We isolated interactors from 6x10 7 cells derived from 6x10 6 transformants (Gyuris, 1993). 66 colonies were galactose dependent LEU+ and blue on Xgal. Library plasmids from these colonies contained 14 different sequences.

FIG.2. a, Specificity of peptide aptamer recognition. b, Sequence of Cdk2 interacting peptide loops.
METHODS.a. We transformed EGY48 with plasmids expressing the different anti-Cdk2 aptamers and one that contained a control 20-mer peptide loop, and then mated these transformants to different bait strains as described (Finley Jr., 1994). b. We sequenced the DNA encoding the peptide loops using a dideoxy kit (USB).

FIG 3. a, In vitro interaction between peptide aptamers and Gst-Cdk2. b, Representative affinity measurement. Figure shows portions of the curve used to calculate rate binding constants. c, Inhibition of Cdk2 kinase activity in vitro by peptide aptamers.
METHODS. a, We purified Gst and Gst-Cdk2 as described (Lee, 1995). We constructed pALHISTRX by annealing the oligonucleotides 5'TAATGAGCGATAAACACCACCACCACCACCACGACGACGACGACAAAGG3' and 5'TACCTTTGTCGCTGTCGTCGTGGTGGTGGTGGTGGTGTTTATCGCTCATTA3', and ligating into NdeI-cut pALTRX-781 (LaVallie, 1993). We cloned AvaII fragments encoding peptide loops from the library plasmids into RsrII-cut pALHISTRX. We expressed His6-TrxA and His6-aptamers in GI724 as described (Ausubel, 1987-1994), purified them on a Ni2+-NTA-Agarose according to manufacturer's directions (Qiagen), and dialysed them against 10mM Hepes pH 7.4 / NaCl 50mM. We precipitated 1µg of His6-TrxA or His6-aptamers with Gst or Gst-Cdk2 sepharose beads as described (Lee, 1995) , and detected the aptamers by Western blot with an anti-TrxA rabbit antiserum and ECL reagents (Amersham). b, We cross-linked His6-Cdk2 in 10mM MES pH6.1/ 50mM NaCl to CM5 chips with an amine-coupling kit (Pharmacia). We flowed purified aptamers in running buffer (Hepes 10mM pH7.4; NaCl 50mM) onto the chips at 5µl/min. We recorded association and dissociation of the His6-Cdk2-aptamer complexes as variations in resonance angle with time. Association phase starts upon aptamer injection and dissociation phase upon running buffer injection. We fitted portions of association and dissociation curves that excluded the sudden variations in resonance angle caused by transitions between running buffer and aptamer-containing running buffer, which differed slightly in refractive index ("buffer fluxes"). c, We co-infected 2x10 7 Sf9 cells with recombinant bacculoviruses expressing hemagluttinin-tagged Cdk2 and His6-Cyclin E as described (Kato, 1993; Desai, 1992). We lysed cells 40 hrs after infection in 500 microL of 1X Kinase Buffer (Kato, 1993). We used 5 microliter of 100-fold diluted extract in 30 microliter reactions. We performed 20 min reactions at 250C by adding 2.5 microCi of [g -32P]ATP (3000 Ci/mmol), 25 microM ATP, 100ng of Histone H1 (Sigma), and indicated amounts of His6-TrxA or His6-aptamers. We ran samples on 15% SDS-PAGE gels and exposed by autoradiography.