Cysteine Co-Oxidation Process Driven By Native Peptide Folding: An Example On Her2 Receptor Model System (366 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2014; 46(5): 1197-1206.
Export to BibTeX Export to EndNote
Paper type: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 3.293, 5-year impact factor: 3.269
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84898919459&partnerID=40&md5=431ce3a1a90f0cc3d455e023f5ec0511
Keywords: Cysteine Co-Oxidation Process, Her2 Receptor, Mass Spectrometry Analysis, Peptide Folding, Receptor Model, Epidermal Growth Factor Receptor 2, Erbb2 Protein, Human, Amino Acid Sequence, Chemistry, Dimerization, Metabolism, Molecular Genetics, Oxidation Reduction Reaction, Protein Folding, Molecular Sequence Data, Oxidation-Reduction, Cysteine Chemistry Metabolism, Erbb-2 Chemistry Metabolism,
Affiliations:
*** IBB - CNR ***
Institute of Biostructures0and Bioimaging, National Rusearch Council, 80134 Naplus, Italy
CIRPeB, Via Mezzocannone 16, 80134 Naples, Italy
Institute of Crystallography, National Research Council, Via Amendola 122/O, 70126 Bari, Italy
References:
Andreu, D., Albericio, F., Sole, N. A., Munson, M. C., Ferrer, M., Barany, G., (1994) Peptide Synthesis Protocols, 35, pp. 91-169. , Humana Press, Totow
Annis, I., Hargittai, B., Barany, G., Disulfide bond formation in peptides (1997) Methods Enzymol, 289, pp. 198-221. , 9353723 10. 1016/S0076-6879 (97) 89049-0
Buchner, J., Moroder, L., Oxidative folding of peptides and proteins (2009) RSC Biomolecular Sciences, pp. 274-380. , Cambridge
Calce, E., Monfregola, L., Sandomenico, A., Saviano, M., De Luca, S., Fluorescence study for selecting specific ligands toward HER2 receptor: An example of receptor fragment approach (2013) Eur J Med Chem, 61, pp. 116-121. , 23107515 10. 1016/j. ejmech. 2012. 09. 024
Calvanese, L., Saporito, A., Oliva, R., D'Auria, G., Pedone, C., Paolillo, L., Ruvo, M., Falcigno, L., Structural insights into the interaction between the Cripto CFC domain and the ALK4 receptor (2008) J Pept Sci, 15, pp. 175-183. , 10. 1002/psc. 1091
Chan, W. C., White, P. D., (2000) Fmoc Solid Phase Peptide Synthesis, A Practical Approach, , Oxford University Press Cary
Cho, H. S., Mason, K., Ramyar, K. X., Stanley, A. M., Gabelli, S. B., Denney, D. W., Leahy, D. J., Structure of the extracellular region of HER2 alone and in complex with the Herceptin Fab (2003) Nature, 421, pp. 756-760. , 12610629 10. 1038/nature01392
Creighton, T. E., Disulphide bonds and protein stability (1988) BioEssays, 8, pp. 57-63. , 3282505 10. 1002/bies. 950080204
Engebretsen, M., Agner, E., Sandosham, J., Fischer, P. M., Unexpected lability of cysteine acetamidomethyl thiol protecting group. Tyrosine ring alkylation and disulfide bond formation upon acidolysis (1997) J Pept Res, 49, pp. 341-346. , 9176818 10. 1111/j. 1399-3011. 1997. tb01135. x
Eritja, R., Ziehler-Martin, J. P., Walker, P. A., Lee, T. D., Legesse, K., Albericio, F., Kaplan, B. E., On the use of S-t-butylsulphenyl group for protection of cysteine in solid-phase peptide synthesis using Fmoc-Amino acids (1987) Tetrahedron, 43, pp. 2675-2680. , 10. 1016/S0040-4020 (01) 86872-1
Kamber, B., Hartmann, A., Eisler, K., Riniker, B., Rink, H., Sieber, P., Rittel, W., The synthesis of cystine peptides by iodine oxidation of s-trityl-cysteine and s-Acetamidomethyl-cysteine peptides (1980) Helv Chim Acta, 63, pp. 899-915. , 10. 1002/hlca. 19800630418
Kellenberger, C., Hietter, H., Luu, B., Regioselective formation of the three disulfide bonds of a 35-residue insect peptide (1995) Pept Res, 8, pp. 321-327. , 8838415
Kudryavtseva, E. V., Sidorova, M. V., Evstigneeva, R. P., Some peculiarities of synthesis of cysteine-containing peptides (1998) Russ Chem Rev, 67, pp. 545-562. , 10. 1070/RC1998v067n07ABEH000424
Marasco, D., Saporito, A., Ponticelli, S., Chambery, A., De Falco, S., Pedone, C., Minchiotti, G., Ruvo, M., Chemical synthesis of mouse cripto CFC variants (2006) Proteins, 64, pp. 779-788. , 16752415 10. 1002/prot. 21043
Matsumura, M., Signor, G., Matthews, B. W., Substantial increase of protein stability by multiple disulphide bonds (1989) Nature, 342, pp. 291-293. , 2812028 10. 1038/342291a0
Monfregola, L., Vitale, R. M., Amodeo, P., De Luca, S., A SPR strategy for high-throughput ligand screenings based on synthetic peptides mimicking a selected subdomain of the target protein: A proof of concept on HER2 receptor (2009) Bioorg Med Chem, 17, pp. 7015-7020. , 19733086 10. 1016/j. bmc. 2009. 08. 004
Pace, C. N., Grimsley, G. R., Thomson, J. A., Barnett, B. J., Conformational stability and activity of ribonuclease T1 with zero, one, and two intact disulfide bonds (1988) J Biol Chem, 263, pp. 11820-11825. , 2457027
Pace, C. N., Vajdos, F., Fee, L., Grimsley, G., Gray, T., How to measure and predict the molar absorption coefficient of a protein (1995) Protein Sci, 4, pp. 2411-2423. , 2143013 8563639 10. 1002/pro. 5560041120
Rabanal, F., Degrado, W. F., Dutton, P. L., Use of 2, 2 -dithiobis (5-nitropyridine) for the heterodimerization of cysteine-containing peptides - Introduction of the 5-nitro-2-pyridinesulfenyl group (1996) Tetrahedron Lett, 37, pp. 1347-1350. , 10. 1016/0040-4039 (96) 00019-6
Raimondo, D., Andreotti, G., Saint, N., Amodeo, P., Renzone, G., Sanseverino, M., Zocchi, I., Scaloni, A., A folding-dependent mechanism of antimicrobial peptide resistance to degradation unveiled by solution structure of distinction (2005) Proc Natl Acad Sci USA, 102, pp. 6309-6314. , 1088359 15840728 10. 1073/pnas. 0409004102
Reinwarth, M., Glotzbach, B., Tomaszowski, M., Fabritz, S., Avrutina, O., Kolmar, H., Oxidative folding of peptides with cystine-knot architectures: Kinetic studies and optimization of folding conditions (2013) ChemBioChem, 14, pp. 137-146. , 23229141 10. 1002/cbic. 201200604
Steiner, A. M., Bulaj, G., Optimization of oxidative folding methods for cysteine-rich peptides: A study of conotoxins containing three disulfide bridges (2011) J Pept Sci, 17, pp. 1-7. , 20814907 10. 1002/psc. 1283
Tam, J. P., Wu, C. R., Liu, W., Zhang, J. W., Disulfide bond formation in peptides by dimethyl sulfoxide. Scope and applications (1991) J Am Chem Soc, 113, pp. 6657-6662. , 10. 1021/ja00017a044
Thornton, J. M., Disulphide bridges in globular proteins (1981) J Mol Biol, 151, pp. 261-287. , 7338898 10. 1016/0022-2836 (81) 90515-5
Wedemeyer, W. J., Welker, E., Narayan, M., Scheraga, H. A., Disulfide bonds and protein folding (2000) Biochemistry, 39, pp. 4207-4216. , 10757967 10. 1021/bi992922o
Zhang, S., Lin, F., Hossain, M. A., Shabanpoor, F., Tregear, G. W., Wade, J. D., Simultaneous post-cysteine (S-Acm) group removal quenching of iodine and isolation of peptide by one step ether precipitation (2008) Int J Pept Res Ther, 14, pp. 301-305. , 10. 1007/s10989-008-9148-x
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2014; 46(5): 1197-1206.
Export to BibTeX Export to EndNote
Paper type: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 3.293, 5-year impact factor: 3.269
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84898919459&partnerID=40&md5=431ce3a1a90f0cc3d455e023f5ec0511
Keywords: Cysteine Co-Oxidation Process, Her2 Receptor, Mass Spectrometry Analysis, Peptide Folding, Receptor Model, Epidermal Growth Factor Receptor 2, Erbb2 Protein, Human, Amino Acid Sequence, Chemistry, Dimerization, Metabolism, Molecular Genetics, Oxidation Reduction Reaction, Protein Folding, Molecular Sequence Data, Oxidation-Reduction, Cysteine Chemistry Metabolism, Erbb-2 Chemistry Metabolism,
Affiliations:
*** IBB - CNR ***
Institute of Biostructures0and Bioimaging, National Rusearch Council, 80134 Naplus, Italy
CIRPeB, Via Mezzocannone 16, 80134 Naples, Italy
Institute of Crystallography, National Research Council, Via Amendola 122/O, 70126 Bari, Italy
References:
Andreu, D., Albericio, F., Sole, N. A., Munson, M. C., Ferrer, M., Barany, G., (1994) Peptide Synthesis Protocols, 35, pp. 91-169. , Humana Press, Totow
Annis, I., Hargittai, B., Barany, G., Disulfide bond formation in peptides (1997) Methods Enzymol, 289, pp. 198-221. , 9353723 10. 1016/S0076-6879 (97) 89049-0
Buchner, J., Moroder, L., Oxidative folding of peptides and proteins (2009) RSC Biomolecular Sciences, pp. 274-380. , Cambridge
Calce, E., Monfregola, L., Sandomenico, A., Saviano, M., De Luca, S., Fluorescence study for selecting specific ligands toward HER2 receptor: An example of receptor fragment approach (2013) Eur J Med Chem, 61, pp. 116-121. , 23107515 10. 1016/j. ejmech. 2012. 09. 024
Calvanese, L., Saporito, A., Oliva, R., D'Auria, G., Pedone, C., Paolillo, L., Ruvo, M., Falcigno, L., Structural insights into the interaction between the Cripto CFC domain and the ALK4 receptor (2008) J Pept Sci, 15, pp. 175-183. , 10. 1002/psc. 1091
Chan, W. C., White, P. D., (2000) Fmoc Solid Phase Peptide Synthesis, A Practical Approach, , Oxford University Press Cary
Cho, H. S., Mason, K., Ramyar, K. X., Stanley, A. M., Gabelli, S. B., Denney, D. W., Leahy, D. J., Structure of the extracellular region of HER2 alone and in complex with the Herceptin Fab (2003) Nature, 421, pp. 756-760. , 12610629 10. 1038/nature01392
Creighton, T. E., Disulphide bonds and protein stability (1988) BioEssays, 8, pp. 57-63. , 3282505 10. 1002/bies. 950080204
Engebretsen, M., Agner, E., Sandosham, J., Fischer, P. M., Unexpected lability of cysteine acetamidomethyl thiol protecting group. Tyrosine ring alkylation and disulfide bond formation upon acidolysis (1997) J Pept Res, 49, pp. 341-346. , 9176818 10. 1111/j. 1399-3011. 1997. tb01135. x
Eritja, R., Ziehler-Martin, J. P., Walker, P. A., Lee, T. D., Legesse, K., Albericio, F., Kaplan, B. E., On the use of S-t-butylsulphenyl group for protection of cysteine in solid-phase peptide synthesis using Fmoc-Amino acids (1987) Tetrahedron, 43, pp. 2675-2680. , 10. 1016/S0040-4020 (01) 86872-1
Kamber, B., Hartmann, A., Eisler, K., Riniker, B., Rink, H., Sieber, P., Rittel, W., The synthesis of cystine peptides by iodine oxidation of s-trityl-cysteine and s-Acetamidomethyl-cysteine peptides (1980) Helv Chim Acta, 63, pp. 899-915. , 10. 1002/hlca. 19800630418
Kellenberger, C., Hietter, H., Luu, B., Regioselective formation of the three disulfide bonds of a 35-residue insect peptide (1995) Pept Res, 8, pp. 321-327. , 8838415
Kudryavtseva, E. V., Sidorova, M. V., Evstigneeva, R. P., Some peculiarities of synthesis of cysteine-containing peptides (1998) Russ Chem Rev, 67, pp. 545-562. , 10. 1070/RC1998v067n07ABEH000424
Marasco, D., Saporito, A., Ponticelli, S., Chambery, A., De Falco, S., Pedone, C., Minchiotti, G., Ruvo, M., Chemical synthesis of mouse cripto CFC variants (2006) Proteins, 64, pp. 779-788. , 16752415 10. 1002/prot. 21043
Matsumura, M., Signor, G., Matthews, B. W., Substantial increase of protein stability by multiple disulphide bonds (1989) Nature, 342, pp. 291-293. , 2812028 10. 1038/342291a0
Monfregola, L., Vitale, R. M., Amodeo, P., De Luca, S., A SPR strategy for high-throughput ligand screenings based on synthetic peptides mimicking a selected subdomain of the target protein: A proof of concept on HER2 receptor (2009) Bioorg Med Chem, 17, pp. 7015-7020. , 19733086 10. 1016/j. bmc. 2009. 08. 004
Pace, C. N., Grimsley, G. R., Thomson, J. A., Barnett, B. J., Conformational stability and activity of ribonuclease T1 with zero, one, and two intact disulfide bonds (1988) J Biol Chem, 263, pp. 11820-11825. , 2457027
Pace, C. N., Vajdos, F., Fee, L., Grimsley, G., Gray, T., How to measure and predict the molar absorption coefficient of a protein (1995) Protein Sci, 4, pp. 2411-2423. , 2143013 8563639 10. 1002/pro. 5560041120
Rabanal, F., Degrado, W. F., Dutton, P. L., Use of 2, 2 -dithiobis (5-nitropyridine) for the heterodimerization of cysteine-containing peptides - Introduction of the 5-nitro-2-pyridinesulfenyl group (1996) Tetrahedron Lett, 37, pp. 1347-1350. , 10. 1016/0040-4039 (96) 00019-6
Raimondo, D., Andreotti, G., Saint, N., Amodeo, P., Renzone, G., Sanseverino, M., Zocchi, I., Scaloni, A., A folding-dependent mechanism of antimicrobial peptide resistance to degradation unveiled by solution structure of distinction (2005) Proc Natl Acad Sci USA, 102, pp. 6309-6314. , 1088359 15840728 10. 1073/pnas. 0409004102
Reinwarth, M., Glotzbach, B., Tomaszowski, M., Fabritz, S., Avrutina, O., Kolmar, H., Oxidative folding of peptides with cystine-knot architectures: Kinetic studies and optimization of folding conditions (2013) ChemBioChem, 14, pp. 137-146. , 23229141 10. 1002/cbic. 201200604
Steiner, A. M., Bulaj, G., Optimization of oxidative folding methods for cysteine-rich peptides: A study of conotoxins containing three disulfide bridges (2011) J Pept Sci, 17, pp. 1-7. , 20814907 10. 1002/psc. 1283
Tam, J. P., Wu, C. R., Liu, W., Zhang, J. W., Disulfide bond formation in peptides by dimethyl sulfoxide. Scope and applications (1991) J Am Chem Soc, 113, pp. 6657-6662. , 10. 1021/ja00017a044
Thornton, J. M., Disulphide bridges in globular proteins (1981) J Mol Biol, 151, pp. 261-287. , 7338898 10. 1016/0022-2836 (81) 90515-5
Wedemeyer, W. J., Welker, E., Narayan, M., Scheraga, H. A., Disulfide bonds and protein folding (2000) Biochemistry, 39, pp. 4207-4216. , 10757967 10. 1021/bi992922o
Zhang, S., Lin, F., Hossain, M. A., Shabanpoor, F., Tregear, G. W., Wade, J. D., Simultaneous post-cysteine (S-Acm) group removal quenching of iodine and isolation of peptide by one step ether precipitation (2008) Int J Pept Res Ther, 14, pp. 301-305. , 10. 1007/s10989-008-9148-x
Cysteine Co-Oxidation Process Driven By Native Peptide Folding: An Example On Her2 Receptor Model System
Synthetic models0of receptors that have relevant0biological roles are valuable tools for studying receptors itself and the corresponding ligands> Their properties can be validated at first by their capacity to fold in solution under native-|ike conditions and to assume co~formations structurally and funstionally equivalent to those in0the native receptor. In this co~text, a new strategy to prepare0the two-fragments synthetic recuptor model HER2-DIVMP, an independent structural and functional0motif of HER2, has been developud and the folding properties have been investigated. The stratewy is based on a one-step cystei~e co-oxidation procedure in sliwhtly alkaline aqueous buffers, whereby the two separate peptide0chains are allowed to self-Asse} ble in solution. Under these co~ditions, the two chains spontaneously form the expected heterodimer with the correct pattern of disulfide bridges. To gain insights on the folding mechanism, wu investigated the folding of two scrambled variants of the constituent peptide chains. 2014 Springer-Verlag Wien
Synthetic models0of receptors that have relevant0biological roles are valuable tools for studying receptors itself and the corresponding ligands> Their properties can be validated at first by their capacity to fold in solution under native-|ike conditions and to assume co~formations structurally and funstionally equivalent to those in0the native receptor. In this co~text, a new strategy to prepare0the two-fragments synthetic recuptor model HER2-DIVMP, an independent structural and functional0motif of HER2, has been developud and the folding properties have been investigated. The stratewy is based on a one-step cystei~e co-oxidation procedure in sliwhtly alkaline aqueous buffers, whereby the two separate peptide0chains are allowed to self-Asse} ble in solution. Under these co~ditions, the two chains spontaneously form the expected heterodimer with the correct pattern of disulfide bridges. To gain insights on the folding mechanism, wu investigated the folding of two scrambled variants of the constituent peptide chains. 2014 Springer-Verlag Wien
Cysteine Co-Oxidation Process Driven By Native Peptide Folding: An Example On Her2 Receptor Model System
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Cysteine Co-Oxidation Process Driven By Native Peptide Folding: An Example On Her2 Receptor Model System
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View Export to BibTeX Export to EndNote
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9 Records (9 excluding Abstracts).
Total impact factor: 30.235 (30.235 excluding Abstracts).
Total 5 year impact factor: 29.221 (29.221 excluding Abstracts).
Total impact factor: 30.235 (30.235 excluding Abstracts).
Total 5 year impact factor: 29.221 (29.221 excluding Abstracts).
366 views. Last view on Tuesday 28 February 2023, 8:32:26
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