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PolExGene meeting February, 8-9 2007 Paris, ENS CNRS Montpellier (France) Max Mousseron Institute of Biomolecules Pr. Jean Martinez, Dr. Muriel Amblard.

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Presentation on theme: "PolExGene meeting February, 8-9 2007 Paris, ENS CNRS Montpellier (France) Max Mousseron Institute of Biomolecules Pr. Jean Martinez, Dr. Muriel Amblard."— Presentation transcript:

1 PolExGene meeting February, Paris, ENS CNRS Montpellier (France) Max Mousseron Institute of Biomolecules Pr. Jean Martinez, Dr. Muriel Amblard Dr. Gilles Subra WP 2 : Synthesis of Selected CPP WP 3 : Synthesis of Selected CIP

2 H-RQIKIWFQNRRMKWKK-OHPenetratin H-RQIKIWFQNRRMKWKK-NH 2 Penetratin-NH 2 Ac-RQIKIWFQNRRMKWKK-OHAcetyl-Penetratin H-RQIKIWFQNRRMKWKK-NH 2 Acetyl-Penetratin-NH 2 Penetratin Peptides deriving from protein transduction domain Tat H-GRKKRRQRRRPPQ-OH Tat(48-60) Tat-NH 2 H-GRKKRRQRRRPPQ-NH 2 Acetyl-Tat Ac-GRKKRRQRRRPPQ-OH Acetyl-Tat-NH 2 Ac-GRKKRRQRRRPPQ-NH 2 Tat(48-57) H-GRKKRRQRRR-OH Cell Penetrating Peptide Synthesis (in progress) mixing purpose

3 Polyarginine-based peptides H-RRRRRRRR-OHH-(Arg) 8 -OH H-(Arg) 8 -NH 2 Ac-(Arg) 8 -OH Ac-(Arg) 8 -NH 2 H-RRRRRRRR-NH 2 Ac-RRRRRRRR-OH Ac-RRRRRRRR-NH 2 Idem with poly Arg 11 Cell Penetrating Peptide Synthesis (in progress) mixing purpose

4 Peptide synthesis and purification

5 N-hydroxysuccinimide peptide (covalent link) Protected-(RQIKIWFQNRRMKWKK)-NHS Protected-(GRKKRRQRRRPPQ)-NHS Protected-RRRRRRRR-NHS Nter Cys peptides for maleimide ligation or SS bond H- or Ac-Cys-RQIKIWFQNRRMKWKK-OH H- or Ac-Cys -GRKKRRQRRRPPQ-OH H- or Ac-Cys -RRRRRRRR-OH Cell Penetrating Peptide for covalent anchoring on cationic polymers (proposition) Cter Cys peptides for maleimide ligation or SS bond H- or Ac- RQIKIWFQNRRMKWKK- Cys -OH H- or Ac- GRKKRRQRRRPPQ- Cys -OH H- or Ac- RRRRRRRR- Cys -OH Rem: Cys can be repaced by simpler thiol containg group

6 Other Perspectives Penetratin, Tat or polyarginine beta-peptides Peptoids Bioavailability Modified CPP Selection of CIP Specific sequences for specific receptors: RGD? Other specific ligands? ‘Tagged’ CPP N-ter, C-ter or within chain (FTIC, others?, Qdot?)

7 Needs of PolExGene Partners CPP and CIP Type (tat, Arg, penetratin, others?) Quantity? Purity? Number of analogues (only one?) Fonctionnalisation? Protection?


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