Ligation method

Details Ligation method Ligation method

2004-08-05

2009-11-24

Russel, Jeffrey E (Department: 1654)

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

Synthesis of peptides

C530S300000, C530S323000, C530S333000, C530S345000, C530S402000, C530S409000, C530S410000

Reexamination Certificate

active

07622552

ABSTRACT:
A method of ligating two or more molecules, for example, peptides to peptides or peptides to labels is provided. The method may comprise the steps: a) providing a first oligopeptide having a reactive moiety, which is a hydrazine moiety, a hydrazide moiety or an amino-óxy moiety b) providing a second oligopeptide having an activated ester moiety, c)allowing the reactive moiety of the first oligopeptide to react with the activated ester moiety of the second oligopeptide to form an oligopeptide product, in which the first and second oligopeptides are linked via a linking moiety having Formula I, II or III. The second oligopeptide may preferably be generated by thiol reagent induced cleavage of an intein fusion protein. The invention further provides labelling and ligation methods in which protein hydrazides are ligated by reaction of the hydrazide moiety with an aldehyde functionality or a ketone functionality.

REFERENCES:
patent: 3985617 (1976-10-01), Yugari et al.
patent: 5965714 (1999-10-01), Ryall
patent: 6194451 (2001-02-01), Alpegiani et al.
patent: 2004/0058390 (2004-03-01), Nock et al.
patent: 2004/0067537 (2004-04-01), Hahn et al.
patent: WO 00/18881 (2000-04-01), None
Bonnet et al. Chemoselective acylation of hydrazinopeptides . . . Tetrahedron Letters. 2000, vol. 41, pp. 45-48.
Vanderesse et al. Alpha-Aminoxy Acids as Building Blocks for the Oxime . . . Journal of Peptide Science. May 2003, vol. 9, Issue 5, pp. 282-299.
Salvadori et al. Aminoxy Analogs of Leu-Enkephalin. International Journal of Peptide and Protein Research. 1981, vol. 18, pp. 393-401.
Perler et al., “The mechanism of protein splicing: variations on a theme”,Peptides 2002, pp. 254-255 (2002).
Chong et al., “Single-column purification of free recombinant proteins using a self-cleavable affinity tag derived from a protein splicing element”,Gene: An International Journal on Genes and Genomes192(2):271-281 (1997).
Cotton et al., “Peptide ligation and its application to protein engineering”,Chemistry and Biology6(2):R247-R256 (1999).
Geoghegan, K F, “Site-directed conjugation of nonpeptide groups to peptides and proteins via periodate oxidation of a 2-amino alcohol. Application to modification at N-terminal serine”,Bioconjugate Chemistry, American Chemical Society3(2):138-146 (1992).

Affiliated with

Also associated with

Rating

Ligation method does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Ligation method, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Ligation method will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-4108328