Solid phase native chemical ligation of unprotected or...

Chemistry: natural resins or derivatives; peptides or proteins; – Peptides of 3 to 100 amino acid residues – Synthesis of peptides

Reexamination Certificate

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C530S326000, C530S333000, C530S339000, C530S350000, C530S402000, C435S283100, C525S054100

Reexamination Certificate

active

07094871

ABSTRACT:
The present invention provides methods, apparatus and kits for synthesizing assembled peptides and proteins on a solid phase with sequential ligation of three or more unprotected peptide segments using chemoselective and mild ligation chemistries in aqueous solution. Also provided are methods of monitoring solid phase sequential ligation reactions using MALDI or electrospray ionization mass spectrometry of reaction products.

REFERENCES:
patent: 6326468 (2001-12-01), Canne et al.
patent: WO 96/34878 (1996-11-01), None
patent: WO 98/28434 (1998-07-01), None
Aimoto, “Synthesis of Phosphorylated Calmodulin-binding Site of Ca2+/Calmodulin-dependent Protein Kinase IICAMII by a Thioester Method,”Chemical Abstracts, vol. 125, No. 1, Abstract No. 11415, (1996).
Akaji, et al., “Stiudies On Peptides. CXXVII. Synthesis Of A Tripentacontapeptide With Epidermal Growth Factor Activity,”Chem. Pharma. Bull. (Tokyo) 33:184-102 (1985).
Atherton, et al., “Solid Phase Fragment Condensation—The Problems,”In Innovation and Perspective In Solid Phase Synthesis, R. Epton, et al. Eds., pp. 11-25 (1990).
Ball, et al., “Affinity Purification Of 101 Residue Rat Cpn 10 Using A Reversible Biotinylated Probe,”J. Pept. Sci., 1:288-294 (1995).
Blake, “Total Synthesis Of S-Carbamoylmethyl Bovine Apocytochrome C By Segment Coupling,”Int. J. Pept. Protein Res., 27:191-200 (1986).
Canne, et al., “Synthesis Of Versatile Purification Handle For Use With Boc Chemistry Solid Phase Peptide Synthesis,”Tetrahedron Letters, 38(19):3361-3364 (1997).
Canne, “Extending the Applicability of Native Chemical Ligation,”J. Am. Che. Soc., vol. 118:5891-5896 (1996).
Canne, “A General Method For The Synthesis Of Thioester Resin Linkers For Use In The Solid Phase Synthesis Of Peptide-α-Thioacids,”Tetrahedron Letters, 36(8):1217-1220 (1995).
Cheng, et al., “Chemical Synthesis of Human β-Endorphin(1-27) Analogs By Peptide Segment Coupling,”Int. J. Pept. Prot. Res., 38:70-78 (1991).
Dawson, et al., “Synthesis Of Proteins By Native Chemical Ligation,”Science, 266:766-799 (1994).
Funakoshi, et al., “Chemoselective One-Step Purification Method For Peptides Synthesized by the Solid Phase Technique,” Proc. Natl. Acad. Sci. USA, 88:6981-6985 (1991).
Funakoshi, et al., “Affinity Purification Method Using Reversible Biotinylating Reagent For Peptides Synthesized By The Solid-Phase Technique,”J. Chromatog., 638:21-27 (1995).
Garcia-Echeverria, et al., “One The Use of Hydrophobic Probes In The Chormatographic Purification Of Solid-Phase-Synthesized Peptides,”J. Chem. Soc. Chem. Commun., 779-780 (1995).
Hojo, “Development of a Linker With an Enhanced Stability for the Preparation of Peptide Thioesters and Its Application to the Synthesis of a Stable-Isotope-Labelled HU-Type DNA-Binding Protein,”Bull. Chem. Soc. Japan, 66(9):2700-2706 (1993).
Hojo, et al., “Protein Synthesis Using S-Alkyl Thioester Of Partially Protected Peptide Segments, Synthesis of DNA-Binding Domain of c-Myb Protein (142-193)-NH2,”Bull. Chem. Soc. Japan, 65:3055-3063 (1992).
Hojo, et al., “Polypeptide Synthesis Using the S-Alkyl Thioester of a Partially Protected Segment: Synthesis of the DNA-Binding Domain of c-Myb Protein (142-193)-NH2,”Bull. Chem. Soc. Japan, 64:111-117 (1991).
Janssen, “Thiolo, Thiono, and Dithio Acids and Ester,” Chapter 15,The Chemistry of Carboxylic Acids and Esters(1969).
Liu, et al., “Peptide Segment Ligation Strategy Without Use Of Protecting Groups,”Proc. Natl. Acad. Sci. USA, 91:6584-6588 (1994).
Muramatsu, et al., “Localization of Heparin-Binding, Neurite Outgrowth and Antigenic Regions In Midkine Molecule,”Biochem. And Biophys. Res. Comm., 203(2):1131-1139 (1994).
Rose, et al., “Facile Synthesis Of Homogeneous Artificial Proteins,”J. Am. Chem. Soc., 116:30-34 (1994).
Schnolzer, et al., “Constructing Proteins By Dovetailing Unprotected Synthetic Peptides: Backbone-Engineered HIV Protease,”Science, 256:221-225 (1992).
Tam, et al., “Peptide Synthesis Using Unprotected Peptides Through Orthogonal Coupling Methods,”Proc. Natl. Acad. Sci. USA, 92:12485-12489 (1995).

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