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Volumn 64, Issue 19, 1999, Pages 7114-7120

Solid-phase strategies for the assembly of template-based protein mimetics

Author keywords

[No Author keywords available]

Indexed keywords

PROTEIN DERIVATIVE;

EID: 0033578951     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990669s     Document Type: Article
Times cited : (37)

References (68)
  • 1
    • 0345059622 scopus 로고    scopus 로고
    • note
    • Abbreviations: AAA, amino acid analysis; Alloc, allyloxycarbonyl; Dde, 1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl; DIEA, N,N-diisopropylethylamine; ES-MS, electrospray mass spectroscopy; Fmoc, 9-(fluorenylmethyloxycarbonyl); HATU, O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate; HBTU, O-(benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate; NMM, N-methylmorpholine; PAL, 5-(4-(aminomethyl)-3,5-dimethoxyphenoxy) valeric acid; PEG-PS, poly(ethylene glycol)-polystyrene graft resin support; pNZ, p-nitrobenzyloxycarbonyl; PS, polystyrene resin support; PyAOP, (7-azabenzotriazol-1-yloxy)tris(pyrrolidino)phosphonium hexafluorophosphate; PyBOP, (benzotriazol-1-yloxy)tris (pyrrolidino)phosphonium hexafluorophosphate; RAFT, regioselectively addressable functionalized template; RP-HPLC, reversed-phase high performance liquid chromatography; SASRIN, 2-methoxy-4-alkoxybenzyl alcohol resin; SPPS, solid-phase peptide synthesis; Suc, succinyl; TASP, template-assembled synthetic protein; Trt, triphenylmethyl (trityl); XAL, 9-amino-xanthen-3-yloxymethyl; Xaa, Xbb, amino acid. Amino acid symbols denote the L-configuration.
  • 42
    • 0002186442 scopus 로고
    • Udenfriend, S., Meienhofer, J., Eds.; Academic Press: Orlando, FL
    • Atherton, E.; Sheppard, R. C. In The Peptides; Udenfriend, S., Meienhofer, J., Eds.; Academic Press: Orlando, FL, 1987; Vol. 9, pp 1-38.
    • (1987) The Peptides , vol.9 , pp. 1-38
    • Atherton, E.1    Sheppard, R.C.2
  • 46
    • 0002879473 scopus 로고    scopus 로고
    • Solid-phase peptide synthesis
    • (b) Fields, G. B., Ed.; Solid-Phase Peptide Synthesis. Methods Enzymol. 1997, 289.
    • (1997) Methods Enzymol , pp. 289
    • Fields, G.B.1
  • 47
    • 0345059610 scopus 로고    scopus 로고
    • note
    • Studies on this cyclization reaction indicated that HATU, PyBOP, and PyAOP are essentially equally efficient in terms of rapidity (total conversion in less than 10 min) and purity (95% by RP-HPLC).
  • 51
    • 0344197338 scopus 로고    scopus 로고
    • note
    • Amide linkers (e.g., XAL and PAL) are recommended in order to avoid premature cleavage from the resin during the forthcoming Dde removal.
  • 57
    • 0345491225 scopus 로고    scopus 로고
    • note
    • Detailed structural and functional properties of 5 are currently under investigation in our laboratory and will be the subject of a future report.
  • 68
    • 0344197334 scopus 로고    scopus 로고
    • note
    • 2O:pyridine in DMF.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.