Chemical synthesis of arabidopsis CLV3 glycopeptide reveals the impact of hydroxyproline arabinosylation on peptide conformation and activity

Plant and Cell Physiology

Volumn 54, Issue 3, 2013, Pages 369-374

  Shinohara, Hidefumi ^a   Matsubayashi, Yoshikatsu ^a  

^a NATIONAL INSTITUTE FOR BASIC BIOLOGY   (Japan)

Author keywords

Arabinose; Meristem; Peptide hormone; Post translational modification

Indexed keywords

ARABIDOPSIS PROTEIN; ARABINOSE; CLV3 PROTEIN, ARABIDOPSIS; GLYCOPEPTIDE; HYDROXYPROLINE;

ARABIDOPSIS; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; GROWTH, DEVELOPMENT AND AGING; MERISTEM; METABOLISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT; PROTEIN CONFORMATION; PROTEIN PROCESSING; SEEDLING; SIGNAL TRANSDUCTION; SYNTHESIS;

ARABIDOPSIS; ARABIDOPSIS PROTEINS; ARABINOSE; GLYCOPEPTIDES; HYDROXYPROLINE; MAGNETIC RESONANCE SPECTROSCOPY; MERISTEM; MODELS, MOLECULAR; PLANT SHOOTS; PROTEIN CONFORMATION; PROTEIN PROCESSING, POST-TRANSLATIONAL; SEEDLING; SIGNAL TRANSDUCTION;

EID: 84874838506     PISSN: 00320781     EISSN: 14719053     Source Type: Journal    
DOI: 10.1093/pcp/pcs174     Document Type: Article

References (20)

1. Amano, Y., Tsubouchi, H., Shinohara, H., Ogawa, M. and Matsubayashi, Y. (2007) Tyrosine-sulfated glycopeptide involved in cellular proliferation and expansion in Arabidopsis. Proc. Natl Acad. Sci. USA 104: 18333-18338.
2. Bollig, K., Lamshoft, M., Schweimer, K., Marner, F.J., Budzikiewicz, H. and Waffenschmidt, S. (2007) Structural analysis of linear hydroxyproline-bound O-glycans of Chlamydomonas reinhardtii - conservation of the inner core in Chlamydomonas and land plants. Carbohydr. Res. 342: 2557-2566.
3. Brunger, A.T. (2007) Version 1.2 of the Crystallography and NMR system. Nat. Protoc. 2: 2728-2733.
4. Brunger, A.T., Adams, P.D., Clore, G.M., DeLano, W.L., Gros, P., Grosse- Kunstleve, R.W. et al. (1998) Crystallography & NMR system: a new software suite for macromolecular structure determination. Acta Crystallogr. D Biol. Crystallogr. 54: 905-921.
5. Clark, S.E., Williams, R.W. and Meyerowitz, E.M. (1997) The CLAVATA1 gene encodes a putative receptor kinase that controls shoot and floral meristem size in Arabidopsis. Cell 89: 575-585.
6. Cock, J.M. and McCormick, S. (2001) A large family of genes that share homology with CLAVATA3. Plant Physiol. 126: 939-942.
7. Desire, J. and Prandi, J. (1999) Synthesis of methyl beta-D- arabinofuranoside 5-[1D (and L)-myo-inositol 1-phosphate], the capping motif of the lipoarabinomannan of Mycobacterium smegmatis. Carbohydr. Res. 317: 110-118.
8. Fletcher, J.C., Brand, U., Running, M.P., Simon, R. and Meyerowitz, E.M. (1999) Signaling of cell fate decisions by CLAVATA3 in Arabidopsis shoot meristems. Science 283: 1911-1914.
9. Fletcher, J.C. and Meyerowitz, E.M. (2000) Cell signaling within the shoot meristem. Curr. Opin. Plant Biol. 3: 23-30.
10. Imperiali, B. and Rickert, K.W. (1995) Conformational implications of asparagine-linked glycosylation. Proc. Natl Acad. Sci. USA 92: 97-101.
11. Ito, Y. and Ogawa, T. (1994) A novel approach to the stereoselective synthesis of b-mannosides. Angew. Chem. Int. Ed. Engl. 33: 1765-1766.
12. Lamport, D.T. and Miller, D.H. (1971) Hydroxyproline arabinosides in the plant kingdom. Plant Physiol. 48: 454-456.
13. Marotte, K., Sanchez, S., Bamhaoud, T. and Prandi, J. (2003) Synthesis of oligoarabinofuranosides from the mycobacterial cell wall. Eur. J. Org. Chem. 2003: 3587-3598.
14. Matsubayashi, Y. (2011) Post-translational modifications in secreted peptide hormones in plants. Plant Cell Physiol. 52: 5-13.
15. Nitz, M., Ling, C.C., Otter, A., Cutler, J.E. and Bundle, D.R. (2002) The unique solution structure and immunochemistry of the Candida albicans b-1, 2-mannopyranan cell wall antigens. J. Biol. Chem. 277: 3440-3446.
16. Ogawa, M., Shinohara, H., Sakagami, Y. and Matsubayashi, Y. (2008) Arabidopsis CLV3 peptide directly binds CLV1 ectodomain. Science 319: 294.
17. Ohyama, K., Shinohara, H., Ogawa-Ohnishi, M. and Matsubayashi, Y. (2009) A glycopeptide regulating stem cell fate in Arabidopsis thaliana. Nat. Chem. Biol. 5: 578-580.
18. Pearce, G., Moura, D.S., Stratmann, J. and Ryan, C.A. (2001) Production of multiple plant hormones from a single polyprotein precursor. Nature 411: 817-820.
19. Schoof, H., Lenhard, M., Haecker, A., Mayer, K.F., Jurgens, G. and Laux, T. (2000) The stem cell population of Arabidopsis shoot meristems in maintained by a regulatory loop between the CLAVATA and WUSCHEL genes. Cell 100: 635-644.
20. Schuttelkopf, A.W. and van Aalten, D.M. (2004) PRODRG: a tool for high-throughput crystallography of proteinligand complexes. Acta Crystallogr. D Biol. Crystallogr. 60: 1355-1363.