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Boc  -  biregional cell adhesion molecule...

Mus musculus

Synonyms: 4732455C11, Brother of CDO, Protein BOC, mFLJ00376
 
 
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High impact information on Boc

  • We have isolated an endopeptidase activity capable of hydrolyzing the substrate Boc-Val-Pro-Arg-MCA (Boc = butoxycarbonyl; MCA = 7-amino-4-methylcoumarin) from C3H/10T1/2 mouse embryo fibroblast cells [1].
  • Boc-Tyr-Thr-Thr-Phe-Lys-Arg-Ile-Phe-Leu-Lys-Arg-Met-Pro-OMe (where Boc represents t-butoxycarbonyl and OMe represents methoxy) (h Y(9-20) and its fragment Boc-Leu-Lys-Arg-Met-Pro-OMe h (16-20) were the most potent inhibitors with IC50 values of 2 X 10(-4) and 3 X 10(-4)M, respectively [2].
  • The different substituents in the 2-, 3-, and 4-positions of the pyridine ring were introduced via an aromatic nucleophilic substitution reaction, a "halogen-dancing" reaction, and a Grignard coupling of a Boc-protected amino aldehyde, respectively [3].
  • A variety of residues including amide, carbamate, alkyl, sulfonamido, Boc-amino, and amino were found to be suitable P1-P2' linkers [4].
  • Bradykinin analogs were synthesized by the solid phase method, using Boc strategy on PAM or Merrifield resins [5].
 

Biological context of Boc

  • The tissue distribution of radioiodine activity following injection of anti-EGFRvIII mAb L8A4 labeled using N-succinimidyl 4-guanidinomethyl-3-iodobenzoate (SGMIB) were compared to those for mAb labeled using Iodogen, N-succinimidyl 3-iodo-5-pyridinecarboxylate (SIPC) as well as the Boc-protected precursor of SGMIB [6].
  • The analogues were synthesized by a combination of solid phase methodology and reductive alkylation of resin-bound peptide amines with Boc-amino acid aldehydes (Boc: tert-butyloxycarbonyl) in the presence of NaBH3CN [7].
  • A cyclic hexapeptide cyclo(Lys-Gly-Asp-Gln-Leu-Ser-) 10 was synthesized stepwise in solution by acylation of peptide ester trifluoroacetates directly with preactivated Boc-amino acids using the DCC/HOBt method; the final cyclization reaction was performed using the pentafluorophenyl ester method in solution (1-4) [8].
 

Associations of Boc with chemical compounds

  • The Boc-protected dendrimers were deprotected using trifluoroacetic acid and isolated as their TFA salts [9].
  • The linker was used to modify a tetravalent platform molecule by reacting the amino groups on the linker with 4-nitrophenyl carbonate esters on the platform to provide a linker-modified platform, and the Boc protecting groups were removed to provide a tetravalent aminooxy platform [10].
  • This was accomplished by preparing an ethylene glycol-based heterobifunctional linker that contains both a Boc-protected aminooxy group and a free primary amine [10].
  • Although they are not formylated at their N-termini, soymetides have a weak affinity for the N-formyl-methionyl-leucyl-phenylalanine (fMLP) receptor and their phagocytosis-stimulating activity is inhibited by the fMLP antagonist Boc-MLP [11].
  • All these analogues were synthesized with a free amino terminus (H derivatives) and with a N-terminal tert-butyloxycarbonyl group (Boc derivatives) [12].
 

Regulatory relationships of Boc

  • We propose a model where Cdo and Boc enhance Shh signaling within its target field [13].
 

Other interactions of Boc

  • RNA-interference-mediated knockdown of Boc impairs the ability of rat commissural axons to turn towards an ectopic source of Shh in vitro [14].
  • Cdo and Boc encode cell surface Ig/fibronectin superfamily members linked to muscle differentiation [13].

References

  1. A serine protease activity in C3H/10T1/2 cells that is inhibited by anticarcinogenic protease inhibitors. Billings, P.C., Carew, J.A., Keller-McGandy, C.E., Goldberg, A.L., Kennedy, A.R. Proc. Natl. Acad. Sci. U.S.A. (1987) [Pubmed]
  2. Inhibition of human renin by synthetic peptides derived from its prosegment. Cumin, F., Evin, G., Fehrentz, J.A., Seyer, R., Castro, B., Menard, J., Corvol, P. J. Biol. Chem. (1985) [Pubmed]
  3. Design, synthesis and evaluation of a PLG tripeptidomimetic based on a pyridine scaffold. Saitton, S., Del Tredici, A.L., Mohell, N., Vollinga, R.C., Boström, D., Kihlberg, J., Luthman, K. J. Med. Chem. (2004) [Pubmed]
  4. Design, synthesis, and structure-activity relationships of macrocyclic hydroxamic acids that inhibit tumor necrosis factor alpha release in vitro and in vivo. Xue, C.B., Voss, M.E., Nelson, D.J., Duan, J.J., Cherney, R.J., Jacobson, I.C., He, X., Roderick, J., Chen, L., Corbett, R.L., Wang, L., Meyer, D.T., Kennedy, K., DeGradodagger, W.F., Hardman, K.D., Teleha, C.A., Jaffee, B.D., Liu, R.Q., Copeland, R.A., Covington, M.B., Christ, D.D., Trzaskos, J.M., Newton, R.C., Magolda, R.L., Wexler, R.R., Decicco, C.P. J. Med. Chem. (2001) [Pubmed]
  5. Highly selective bradykinin agonists and antagonists with replacement of proline residues by N-methyl-D- and L-phenylalanine. Reissmann, S., Schwuchow, C., Seyfarth, L., Pineda De Castro, L.F., Liebmann, C., Paegelow, I., Werner, H., Stewart, J.M. J. Med. Chem. (1996) [Pubmed]
  6. Improved xenograft targeting of tumor-specific anti-epidermal growth factor receptor variant III antibody labeled using N-succinimidyl 4-guanidinomethyl-3-iodobenzoate. Vaidyanathan, G., Affleck, D.J., Bigner, D.D., Zalutsky, M.R. Nucl. Med. Biol. (2002) [Pubmed]
  7. Morphiceptin and beta-casomorphin-5 analogues containing a reduced peptide bond: selective mu-receptor agonists and a novel mu antagonist, H-Tyr-Pro psi (CH2-NH)Phe-Pro-Gly-OH. Delaet, N.G., Verheyden, P.M., Tourwe, D., Van Binst, G., Davis, P., Burks, T.F. Biopolymers (1992) [Pubmed]
  8. Synthesis of a cyclic hexapeptide with sequence corresponding to murine tumor necrosis factor-(127-132) as a novel potential antitumor agent. Sheh, L., Cheng, J.Y., Kuan, Y.H., Chen, C.F. Int. J. Pept. Protein Res. (1990) [Pubmed]
  9. Synthesis and biological studies of 5-aminolevulinic acid-containing dendrimers for photodynamic therapy. Battah, S.H., Chee, C.E., Nakanishi, H., Gerscher, S., MacRobert, A.J., Edwards, C. Bioconjug. Chem. (2001) [Pubmed]
  10. Synthesis of LJP 993, a multivalent conjugate of the N-terminal domain of beta2GPI and suppression of an anti-beta2GPI immune response. Jones, D.S., Cockerill, K.A., Gamino, C.A., Hammaker, J.R., Hayag, M.S., Iverson, G.M., Linnik, M.D., McNeeley, P.A., Tedder, M.E., Ton-Nu, H.T., Victoria, E.J. Bioconjug. Chem. (2001) [Pubmed]
  11. Soymetide, an immunostimulating peptide derived from soybean beta-conglycinin, is an fMLP agonist. Tsuruki, T., Kishi, K., Takahashi, M., Tanaka, M., Matsukawa, T., Yoshikawa, M. FEBS Lett. (2003) [Pubmed]
  12. Reduced peptide bond pseudopeptide analogues of neurotensin: binding and biological activities, and in vitro metabolic stability. Lugrin, D., Vecchini, F., Doulut, S., Rodriguez, M., Martinez, J., Kitabgi, P. Eur. J. Pharmacol. (1991) [Pubmed]
  13. The cell surface membrane proteins cdo and boc are components and targets of the hedgehog signaling pathway and feedback network in mice. Tenzen, T., Allen, B.L., Cole, F., Kang, J.S., Krauss, R.S., McMahon, A.P. Dev. Cell (2006) [Pubmed]
  14. Boc is a receptor for sonic hedgehog in the guidance of commissural axons. Okada, A., Charron, F., Morin, S., Shin, D.S., Wong, K., Fabre, P.J., Tessier-Lavigne, M., McConnell, S.K. Nature (2006) [Pubmed]
 
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