메뉴 건너뛰기




Volumn 68, Issue 1, 2006, Pages 37-41

Selective peptide chain extension at the N-terminus of aspartic and glutamic acids utilizing 1-(N-protected-α-aminoacyl)benzotriazoles

Author keywords

Aspartic acid; Benzotriazole methodology; Glutamic acid; N protected( aminoacyl)benzotriazole; Small peptides

Indexed keywords

ALANINE; ALPHA AMINOACYLBENZOTRIAZOLE DERIVATIVE; ASPARTIC ACID; BENZOTRIAZOLE DERIVATIVE; DIPEPTIDE; GLUTAMIC ACID; TRIPEPTIDE; UNCLASSIFIED DRUG; (ALPHA AMINOACYL)BENZOTRIAZOLE;

EID: 33747727657     PISSN: 17470277     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2006.00411.x     Document Type: Article
Times cited : (26)

References (19)
  • 1
    • 84874499889 scopus 로고    scopus 로고
    • Biologically active peptides and enzymatic approaches to their production
    • Gill I., López-Fandiño R., Jorba X., Vulfson E.N. (1996) Biologically active peptides and enzymatic approaches to their production. Enzyme Microb Technol;18:162-183.
    • (1996) Enzyme Microb Technol , vol.18 , pp. 162-183
    • Gill, I.1    López-Fandiño, R.2    Jorba, X.3    Vulfson, E.N.4
  • 2
    • 1842484283 scopus 로고    scopus 로고
    • Aspartate and glutamate mimetics structures in biologically active compounds
    • Stefanic P., Dolenc M.S. (2004) Aspartate and glutamate mimetics structures in biologically active compounds. Curr Med Chem;11:945-968.
    • (2004) Curr Med Chem , vol.11 , pp. 945-968
    • Stefanic, P.1    Dolenc, M.S.2
  • 5
    • 0346780630 scopus 로고    scopus 로고
    • New oxazole-based peptidomimetics: Useful building blocks for the synthesis of orthogonally protected macrocyclic scaffolds
    • Mann E., Kessler H. (2003) New oxazole-based peptidomimetics: useful building blocks for the synthesis of orthogonally protected macrocyclic scaffolds. Org Lett;5:4567-4570.
    • (2003) Org Lett , vol.5 , pp. 4567-4570
    • Mann, E.1    Kessler, H.2
  • 7
    • 0035907468 scopus 로고    scopus 로고
    • New probes of the agonist binding site of metabotropic glutamate receptors
    • Bessis A.S., Bolte J., Pin J.P., Acher F. (2001) New probes of the agonist binding site of metabotropic glutamate receptors. Bioorg Med Chem Lett;11:1569-1572.
    • (2001) Bioorg Med Chem Lett , vol.11 , pp. 1569-1572
    • Bessis, A.S.1    Bolte, J.2    Pin, J.P.3    Acher, F.4
  • 8
    • 20744456789 scopus 로고
    • Solid phase peptide synthesis: I. The synthesis of a tetrapeptide
    • Merrifield R.B. (1963) Solid phase peptide synthesis: I. The synthesis of a tetrapeptide. J Am Chem Soc;85:2149-2154.
    • (1963) J Am Chem Soc , vol.85 , pp. 2149-2154
    • Merrifield, R.B.1
  • 9
    • 0026486811 scopus 로고
    • In situ neutralization in Boc-chemistry solid phase peptide synthesis. Rapid, high yield assembly of difficult sequences
    • Schnolzer M., Alewood D., Kent S.B. (1992) In situ neutralization in Boc-chemistry solid phase peptide synthesis. Rapid, high yield assembly of difficult sequences. Int J Pept Protein Res;40:180-193.
    • (1992) Int J Pept Protein Res , vol.40 , pp. 180-193
    • Schnolzer, M.1    Alewood, D.2    Kent, S.B.3
  • 11
    • 2942653084 scopus 로고    scopus 로고
    • N-acylation in combinatorial chemistry
    • Katritzky A.R., Suzuki K., Singh S.K. (2004) N-acylation in combinatorial chemistry. ARKIVOC;i:12-35.
    • (2004) ARKIVOC , vol.1 , pp. 12-35
    • Katritzky, A.R.1    Suzuki, K.2    Singh, S.K.3
  • 12
    • 4043117862 scopus 로고    scopus 로고
    • A new convenient preparation of thiol esters utilizing N-acylbenzotriazoles
    • Katritzky A.R., Shestopalov A.A., Suzuki K. (2004) A new convenient preparation of thiol esters utilizing N-acylbenzotriazoles. Synthesis;11:1806- 1813.
    • (2004) Synthesis , vol.11 , pp. 1806-1813
    • Katritzky, A.R.1    Shestopalov, A.A.2    Suzuki, K.3
  • 13
    • 8744252196 scopus 로고    scopus 로고
    • Highly diastereoselective peptide chain extensions of unprotected amino acids with N-(Z-α-aminoacyl)benzotriazoles
    • Katritzky A.R., Suzuki K., Singh S.K. (2004) Highly diastereoselective peptide chain extensions of unprotected amino acids with N-(Z-α-aminoacyl) benzotriazoles. Synthesis;16:2645-2652.
    • (2004) Synthesis , vol.16 , pp. 2645-2652
    • Katritzky, A.R.1    Suzuki, K.2    Singh, S.K.3
  • 14
    • 14644409798 scopus 로고    scopus 로고
    • N-(Cbz- and Fmoc-α-aminoacyl)benzotriazoles: Stable derivatives enabling peptide coupling of Tyr, Trp, Cys, Met, and Gln with free amino acids in aqueous media with complete retention of chirality
    • Katritzky A.R., Angrish P., Hür D., Suzuki K. (2005) N-(Cbz- and Fmoc-α-aminoacyl)benzotriazoles: stable derivatives enabling peptide coupling of Tyr, Trp, Cys, Met, and Gln with free amino acids in aqueous media with complete retention of chirality. Synthesis;3:397-402.
    • (2005) Synthesis , vol.3 , pp. 397-402
    • Katritzky, A.R.1    Angrish, P.2    Hür, D.3    Suzuki, K.4
  • 15
    • 0142109854 scopus 로고    scopus 로고
    • 1-(α-Boc-aminoacyl)benzotriazoles: Stable chiral α-aminoacylation reagents
    • Katritzky A.R., Wang M., Yang H., Zhang S., Akhmedov N.G. (2002) 1-(α-Boc-aminoacyl)benzotriazoles: stable chiral α-aminoacylation reagents. ARKIVOC;viii:134-142.
    • (2002) ARKIVOC , vol.8 , pp. 134-142
    • Katritzky, A.R.1    Wang, M.2    Yang, H.3    Zhang, S.4    Akhmedov, N.G.5
  • 16
    • 32644454015 scopus 로고    scopus 로고
    • The efficient preparation of di- and tri-peptides by coupling N-(Z- or Fmoc-α-aminoacyl)benzotriazoles with unprotected amino acids
    • Katritzky A.R., Angrish P., Suzuki K. (2006) The efficient preparation of di- and tri-peptides by coupling N-(Z- or Fmoc-α-aminoacyl)benzotriazoles with unprotected amino acids. Synthesis;3:411-424.
    • (2006) Synthesis , vol.3 , pp. 411-424
    • Katritzky, A.R.1    Angrish, P.2    Suzuki, K.3
  • 17
    • 15544384919 scopus 로고    scopus 로고
    • A convenient synthesis of chiral 1,2,4-oxadiazoles from N-protected (α-aminoacyl) benzotriazoles
    • Katritzky A.R., Shestopalov A.A., Suzuki K. (2005) A convenient synthesis of chiral 1,2,4-oxadiazoles from N-protected (α-aminoacyl) benzotriazoles. ARKIVOC;vii:36-55.
    • (2005) ARKIVOC , vol.7 , pp. 36-55
    • Katritzky, A.R.1    Shestopalov, A.A.2    Suzuki, K.3
  • 18
    • 33747727657 scopus 로고    scopus 로고
    • Selective peptide chain extension at the C-terminus of aspartic and glutamic acids utilizing N-protected (α-aminoacyl)benzotriazoles
    • Katritzky A.R., Todadze E., Shestopalov A.A., Cusido J., Angrish P. (2006) Selective peptide chain extension at the C-terminus of aspartic and glutamic acids utilizing N-protected (α-aminoacyl)benzotriazoles. Chem Biol Drug Des;68:42-47.
    • (2006) Chem Biol Drug des , vol.68 , pp. 42-47
    • Katritzky, A.R.1    Todadze, E.2    Shestopalov, A.A.3    Cusido, J.4    Angrish, P.5
  • 19
    • 33947091567 scopus 로고
    • The 9-fluorenylmethoxycarbonyl amino-protecting group
    • Carpino L.A., Han G.Y. (1972) The 9-fluorenylmethoxycarbonyl amino-protecting group. J Org Chem;37:3404-3409.
    • (1972) J Org Chem , vol.37 , pp. 3404-3409
    • Carpino, L.A.1    Han, G.Y.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.