Biological activities of natural and engineered cyclotides, a novel molecular scaffold for peptide-based therapeutics.

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Published in Curr Mol Pharmacol on November 01, 2010

Authors

Angie E Garcia1, Julio A Camarero

Author Affiliations

1: Department of Pharmacology and Pharmaceutical Sciences, School of Pharmacy, University of Southern California, Los Angeles, CA 90033, USA.

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The fluorescent toolbox for assessing protein location and function. Science (2006) 14.02

Synthesis of proteins by native chemical ligation. Science (1994) 10.98

Liver transplantation with use of cyclosporin a and prednisone. N Engl J Med (1981) 6.95

Extent of N-terminal methionine excision from Escherichia coli proteins is governed by the side-chain length of the penultimate amino acid. Proc Natl Acad Sci U S A (1989) 4.94

A cyclic antimicrobial peptide produced in primate leukocytes by the ligation of two truncated alpha-defensins. Science (1999) 3.90

Chemical synthesis of peptides and proteins. Annu Rev Biochem (1970) 2.78

Production of cyclic peptides and proteins in vivo. Proc Natl Acad Sci U S A (1999) 2.42

Thermal, chemical, and enzymatic stability of the cyclotide kalata B1: the importance of the cyclic cystine knot. Biochemistry (2004) 2.32

Plant cyclotides: A unique family of cyclic and knotted proteins that defines the cyclic cystine knot structural motif. J Mol Biol (1999) 2.29

Biosynthesis and insecticidal properties of plant cyclotides: the cyclic knotted proteins from Oldenlandia affinis. Proc Natl Acad Sci U S A (2001) 2.05

An efficient Fmoc-SPPS approach for the generation of thioester peptide precursors for use in native chemical ligation. Angew Chem Int Ed Engl (2008) 1.95

The chemistry and enzymology of the type I signal peptidases. Protein Sci (1997) 1.90

An unusual structural motif of antimicrobial peptides containing end-to-end macrocycle and cystine-knot disulfides. Proc Natl Acad Sci U S A (1999) 1.87

CyBase: a database of cyclic protein sequences and structures, with applications in protein discovery and engineering. Nucleic Acids Res (2007) 1.86

An asparaginyl endopeptidase mediates in vivo protein backbone cyclization. J Biol Chem (2007) 1.77

Purification of proteins fused to either the amino or carboxy terminus of the Mycobacterium xenopi gyrase A intein. Biotechniques (1999) 1.72

Squash trypsin inhibitors from Momordica cochinchinensis exhibit an atypical macrocyclic structure. Biochemistry (2000) 1.69

Elucidation of the primary and three-dimensional structure of the uterotonic polypeptide kalata B1. Biochemistry (1995) 1.61

Theta-defensins prevent HIV-1 Env-mediated fusion by binding gp41 and blocking 6-helix bundle formation. J Biol Chem (2006) 1.54

Crystal structure of a bacterial signal peptidase apoenzyme: implications for signal peptide binding and the Ser-Lys dyad mechanism. J Biol Chem (2001) 1.51

Ubiquitin fusion technique and related methods. Methods Enzymol (2005) 1.48

Twists, knots, and rings in proteins. Structural definition of the cyclotide framework. J Biol Chem (2002) 1.46

The leucine zipper domain controls the orientation of AP-1 in the NFAT.AP-1.DNA complex. Chem Biol (1996) 1.44

Circular proteins in plants: solution structure of a novel macrocyclic trypsin inhibitor from Momordica cochinchinensis. J Biol Chem (2001) 1.43

Protein expression using cotranslational fusion and cleavage of ubiquitin. Mutagenesis of the glutathione-binding site of human Pi class glutathione S-transferase. J Biol Chem (1994) 1.43

Cyclopsychotride A, a biologically active, 31-residue cyclic peptide isolated from Psychotria longipes. J Nat Prod (1994) 1.40

The cyclotide family of circular miniproteins: nature's combinatorial peptide template. Biopolymers (2006) 1.39

Biosynthesis of circular proteins in plants. Plant J (2007) 1.39

Structural plasticity of the cyclic-cystine-knot framework: implications for biological activity and drug design. Biochem J (2006) 1.35

Chemical synthesis and folding pathways of large cyclic polypeptides: studies of the cystine knot polypeptide kalata B1. Biochemistry (1999) 1.34

Cyclotides: a novel type of cytotoxic agents. Mol Cancer Ther (2002) 1.32

Split-intein mediated circular ligation used in the synthesis of cyclic peptide libraries in E. coli. Nat Protoc (2007) 1.31

Cyclotides as templates in drug design. Drug Discov Today (2009) 1.31

Circular beta-lactamase: stability enhancement by cyclizing the backbone. FEBS Lett (1999) 1.30

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Retrocyclins kill bacilli and germinating spores of Bacillus anthracis and inactivate anthrax lethal toxin. J Biol Chem (2006) 1.25

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On the effect of a polypeptide isolated from "Kalata-Kalata" (Oldenlandia affinis DC) on the oestrogen dominated uterus. Acta Pharmacol Toxicol (Copenh) (1973) 1.23

Protein splicing and its applications. Curr Opin Biotechnol (2000) 1.23

Oldenlandia affinis (R&S) DC. A plant containing uteroactive peptides used in African traditional medicine. J Ethnopharmacol (2000) 1.23

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Daptomycin. J Infect (2007) 1.03

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A biomimetic strategy in the synthesis and fragmentation of cyclic protein. Protein Sci (1998) 0.95

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Post-translational peptide bond formation during concanavalin A processing in vitro. Biochem J (1996) 0.89

Ultra-stable peptide scaffolds for protein engineering-synthesis and folding of the circular cystine knotted cyclotide cycloviolacin O2. Chembiochem (2008) 0.89

Biosynthetic phage display: a novel protein engineering tool combining chemical and genetic diversity. Chem Biol (2000) 0.87

Sunflower trypsin inhibitor-1. Curr Protein Pept Sci (2004) 0.86

Expressed protein ligation using an N-terminal cysteine containing fragment generated in vivo from a pelB fusion protein. Protein Expr Purif (2007) 0.86

Circling the enemy: cyclic proteins in plant defence. Trends Plant Sci (2009) 0.85

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N-terminal cysteinyl proteins can be prepared using thrombin cleavage. FEBS Lett (2008) 0.84

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Expression of atrial natriuretic factor as a cleavable fusion protein with chloramphenicol acetyltransferase in Escherichia coli. Eur J Biochem (1988) 0.76

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