IL169121A

IL169121A - Peptide nanotubes composed of specific aromatic homodipeptides and methods for their preparation

Info

Publication number: IL169121A
Application number: IL169121A
Authority: IL
Inventors: Ehud Gazit; Meital Reches
Original assignee: Univ Ramot; Ehud Gazit; Meital Reches
Priority date: 2002-12-09
Filing date: 2005-06-09
Publication date: 2012-05-31

Claims

WHAT IS CLAIMED IS:

1. A discrete nanotube composed of a plurality of aromatic homodipeptides selected from the group consisting of diphenylalanine, di(Pentafluro-Phenylalanine), di(Iodo-Phenylalanine) and dinaphthylalanine.

2. The discrete nanostructure of claim 1, wherein the nanostructure comprises a nanotube which does not exceed 500 nm in diameter.

3. The discrete nanostructure of claim 1, wherein the nanostructure comprises a nanotube being at least 1 nm in length.

4. The discrete nanostructure of claim 1 , wherein at least one amino acid of said aromatic homodipeptides is a D-amino acid.

5. The discrete nanostructure of claim 1, wherein at least one amino acid of said aromatic homodipeptides is an L-amino acid.

6. The discrete nanostructure of claim 1, wherein the nanostructure is stable at a temperature range of 4-400 °C.

7. A discrete nanosphere composed of a plurality of aromaticpeptides selected from the group consisting of diphenylglycine and cysteinediphenylalanine.

8. A method of generating a discrete nanostructure, the method comprising incubating a plurality of aromatic peptides selected from the group consisting of diphenylalanine, di(Pentafluro-Phenylalanine), di(Iodo-Phenylalanine), dinaphthylalanine, diphenylglycine and cysteinediphenylalanine under conditions which favor formation of the discrete nanostructure, wherein said conditions comprise dissolving the plurality of aromatic peptides in l ,l,l ,3,3,3-hexafluoro-2-propanol at a concentration of 100 mg/ml and subsequent dilution in water to a final concentration of 2 mg/ml, thereby generating the discrete nanostructure.

9. The method of claim 8, wherein the discrete nanostructure comprises a nanotube which does not exceed 500 nm in diameter.

10. The method of claim 8, wherein the discrete nanostructure comprises a nanotube which is at least 1 nm in length.

11. 1 1. The method of claim 8, wherein the nanostructure is a nanotube and said plurality of aromatic peptides comprise diphenylalanine.

12. The method of claim 8, wherein the nanostructure is a nanosphere and said plurality of aromatic peptides comprise diphenylglycine. Patent Attorney G.E. Ehrlich (1995) Ltd. 11 Menachem Begin Street 52 521 Ramat Gan vv nvers y . ee - -o . - - amo e vv nvers y . - - IKl- Eg^E] former KLVEFy inhibitor inhibitor H2N— CH, CH, Fig.9a amo e vv nvers y . - - 2 urn Fig.10a Fig.10b Fig.11a Fig.11b 50-100 100-150 150-200200-250250-300 Fig.11c Nanotubes diameter (nm) v y . ee - - o NH2-D-Phe-D-Phe-COOH NH2-L-Phe-L-Trp-COOH + Proteinase K Fig.12a Fig.12b Fi9- 14 . - - O O -CH-C- H N-CH-C-OH CH-C- HM-CH-C-OH CH, CH, NH2-Phe-Phe-COOH NH2-Phg-Phg-COOH Fig.15a Fig.15b Fig.15c Fig.15d vv v y . ee - - o amo e vv nvers y . ee - - o o 3 nOc u O sLo- °o o O r o O O Q.O; r100fnjn O 100 nm ; \. 7- Phg-Phg+10%TFA Phg-Phg+1M NaOH Fig.17a Fig.17b O O ■ I H I III H II CH— C-fj-CH-C-fj-CH-C-OH I CH CH ♦ *1μΓΠ NH2-Cys-Phe-Phe-COOH Fig.18a Fig.18b vv vers y . ee - - o Fig.19b Fig.19c Ramot At Tel Aviv University Ltd. Sheet -13- of 15 o II H II H^l CH— C N CH— C OH CHc CHc Fig.20 Ramot At Tel Aviv University Ltd. Sheet -14- of 15 Fig. 21 Ramot At Tel Aviv University Ltd. Sheet -15- of 15 Fig. 22C Fig. 22D