The total chemical synthesis of monocyte chemotactic protein-1 (MCP-1)

Journal of Peptide Science

Volumn 2, Issue 1, 1996, Pages 40-46

  Brown, Angus R ^a   Covington, Maryanne ^b   Newton, Robert C ^b   Ramage, Robert ^a   Welch, Patricia ^b  

^a UNIVERSITY OF EDINBURGH   (United Kingdom)

^b DUPONT COMPANY   (United States)

Author keywords

MCP 1; Peptide synthesis; Solid phase synthesis; Tbfmoc; Tetrabenzo a,c,g,i fluorenyl 17 methoxycarbonyl

Indexed keywords

MONOCYTE CHEMOTACTIC PROTEIN 1;

AMINO ACID SEQUENCE; ARTICLE; CHEMICAL MODEL; DRUG EFFECT; GENETICS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; IN VITRO STUDY; MASS SPECTROMETRY; MOLECULAR CLONING; MOLECULAR GENETICS; MONOCYTE; PEPTIDE MAPPING; SYNTHESIS;

AMINO ACID SEQUENCE; CHEMOKINE CCL2; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CLONING, MOLECULAR; HUMANS; MASS SPECTROMETRY; MODELS, CHEMICAL; MOLECULAR SEQUENCE DATA; MONOCYTES; PEPTIDE MAPPING;

EID: 0029677801     PISSN: 10752617     EISSN: None     Source Type: Journal    
DOI: 10.1002/psc.46.o     Document Type: Article

References (19)

1. R. B. Merrifield (1985). Solid phase synthesis (Nobel lecture). Angew. Chem. Int. Ed. 24, 799-892.
2. G. Barany and R. B. Merrifield In: The Peptides, Analysis, Synthesis, Biology, E. Gross and E. Meienhofer, Eds., p 159-163, Academic Press, London 1980.
3. R. Ramage, J. Green, T. W. Muir, O. M. Ogunjobi, S. Love and K. Shaw (1994). Synthesis, structural and biological studies on the ubiquitin system: the total chemical synthesis of ubiquitin. Biochem. J. 299, 151-158.
4. R. B. Merrifield and A. E. Bach (1978). 9-(2-Sulfo)fluorenylmethyloxy-carbonyl chloride, a new reagent for the purification of synthetic peptides. J. Org. Chem. 43(25), 4808-4816.
5. α-amino protecting group for peptide synthesis: Tetrabenzo[a,c,g,i]fluorenyl-17-methyl urethanes (Tbfmoc). Tetrahedron Lett. 33(3), 385-388.
6. α-amino protecting group for peptide synthesis: Tetrabenzo[a,c,g,i]fluorenyl-17-methyl urethanes (Tbfmoc). Tetrahedron Lett. 33(3), 385-388.
7. A. R. Brown, S. L. Irving and R. Ramage (1993). Affinity purification of synthetic peptides and proteins on porous graphitised carbon. Tetrahedron Lett. 34(44), 7129-7132.
8. J. J. Oppenheim, C. O. C. Zachariae, N. Mukaida and K. Matsushima (1991). Properties of the novel proinflammatory supergene 'intercrine' cytokine family. Annu Rev. Immunol. 9, 617-648.
9. Y. J. Zhang, B. J. Rutledge and B. J. Rollins (1994). Structure/activity analysis of human monocyte chemoattractant protein-1 9MCP-1) by mutagenesis. J. Biol. Chem. 269, 15918-15924.
10. J. P. Tam, M. A. Sheikh, D. S. Solomon and L. Ossowski (1986). Efficient synthesis of human type a transforming growth factor: its physical and biological characterisation. Proc Natl Acad. Sci. USA 83, 8082-8086.
11. I. Clark-Lewis, R. Aebersold, H. Ziltener, J. W. Schrader, L. E. Hood and S. B. H. Kent (1986). Automated chemical synthesis of a protein growth factor for homopoietic cells, interleukin-3. Science 231, 134-139.
12. I. Clark-Lewis, B. Moser, A. Walz, M. Baggiolini, G. C. Scott and R. Aebersold (1991). Chemical synthesis, purification, and characterisation of two inflammatory proteins, neutrophil activating peptide-1 (Interleukin-8) and neutrophil activating peptide-2. Biochemistry 30, 3128-3135.
13. D. B. Scanlon, . A. Eefting, C. J. Lloyd, A. W. Burgess and R. J. Simpson (1987). Synthesis of biologically-active human transforming growth factor-α by fluorenylmethoxycarbonyl solid-phase peptide chemistry. J. Chem. Soc. Chem. Commun. 516-518.
14. Y. Furuani, H. Nomura, M. Notake, Y. Oyamada, T. Fukui, M. Yamada, C. G. Larsen, J. J. Oppenheim and K. Matsushima (1989). Cloning and sequencing of the cDNA for human monocyte chemotactic and activating factor (MCAF). Biochem. Biophys. Res. Commun. 1, 249-255.
15. E. A. Robinson, T. Yoshimura, E. J. Leonard, S. Tanaka, P. R. Griffin, J. Shabanowitz, D. F. Hunt and E. Appella (1989). Complete amino acid sequence of a human monocyte chemoattractant, a putative mediator of cellular immune reactions. Proc. Natl. Acad. Sci. USA 86, 1850-1854.
16. S. S. Wang (1973). p-Alkoxybenzyl alcohol resin and p-alkoxybenzyloxycarbonylhydrazide resin for the solid phase synthesis of protected peptide fragments. J. Am. Chem. Soc. 95, 1328-1333.
17. A. R. Brown (1995) PhD Thesis, Edinburgh University.
18. R. Jaenicke and R. Rudolph in: Protein Structure - A Practical Approach, T. E. Creighton, Ed., p. 191-223, IRL Press, Oxford 1990.
19. K. Vaddi and R. C. Newton (1994). Comparison of biological responses of human monocytes and THP-1 cells to chemokines of the intercrine-β family. J. Leukocyte Biol. 55(6), 756-762.