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Volumn 118, Issue 25, 1996, Pages 5857-5861

X-ray crystal structure of 28-O-methylrapamycin complexed with FKBP12: Is the cyclohexyl moiety part of the effector domain of rapamycin?

Author keywords

[No Author keywords available]

Indexed keywords

28 O METHYLRAPAMYCIN; BINDING PROTEIN; FK 506 BINDING PROTEIN; RAPAMYCIN; UNCLASSIFIED DRUG;

EID: 0030054923     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja954328h     Document Type: Article
Times cited : (10)

References (49)
  • 5
    • 37949044149 scopus 로고
    • Bristol, J. A., Ed.; Academic Press, Inc.: San Diego
    • (b) Luly, J. R. Annual Reports in Medicinal Chemistry; Bristol, J. A., Ed.; Academic Press, Inc.: San Diego, 1991; Vol. 26, pp 211-220.
    • (1991) Annual Reports in Medicinal Chemistry , vol.26 , pp. 211-220
    • Luly, J.R.1
  • 15
    • 8944255640 scopus 로고    scopus 로고
    • note
    • Although several FKBPs binding rapamycin and FK506 have been identified, in this article we refer only to FKBP12, as it is the immunophilin mediating the immunosuppressive effect of FK506 and, most likely, also of rapamycin (see ref 15a).
  • 27
    • 0026625939 scopus 로고
    • (c) Schreiber, S. L. Cell 1992, 70, 365-368.
    • (1992) Cell , vol.70 , pp. 365-368
    • Schreiber, S.L.1
  • 41
    • 8944252818 scopus 로고    scopus 로고
    • note
    • 28-O-Methylrapamycin (2) was prepared in three steps from rapamycin 1: (a) selective monosilylation of C40-OH with 1.1 equiv of TBSOTf and 2.2 equiv of 2,6-lutidine in methylene chloride at 0 °C (83%); (b) methylation of C28-OH using 3 equiv of trimethyloxonium tetrafluo-roborate in the presence of 5 equiv proton sponge in methylene chloride at room temperature (60%) (ref 18); (c) desilylalion in 18:1 acetonitrile - HF·-pyridine at 0 °C (51%).
  • 45
    • 8944228937 scopus 로고    scopus 로고
    • note
    • 9
  • 46
    • 8944262844 scopus 로고    scopus 로고
    • note
    • 3H-thymidine-incorporation, a measure for cell proliferation, is determined.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.