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Volumn 61, Issue 1, 1998, Pages 7-12

A combinatorial synthesis of tyrphostins via the 'directed sorting' method

Author keywords

Directed sorting method; Solid phase organic synthesis; Tyrphostins

Indexed keywords

AROMATIC COMPOUNDS; BIOREACTORS; BIOSYNTHESIS; MASS SPECTROMETRY; MOLECULAR STRUCTURE; NITROGEN COMPOUNDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; THIN LAYER CHROMATOGRAPHY;

EID: 0032401987     PISSN: 00063592     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1097-0290(199824)61:1<7::AID-BIT4>3.0.CO;2-N     Document Type: Article
Times cited : (22)

References (22)
  • 1
    • 0344292430 scopus 로고
    • (a) Levitzki, A. FASEB 1992, 6, 3276;
    • (1992) FASEB , vol.6 , pp. 3276
    • Levitzki, A.1
  • 5
    • 0345154794 scopus 로고    scopus 로고
    • note
    • A "reactor" in the context of "directed sorting" is any discrete item (tube, can, bag, etc.) in or on which a synthesis support (such as polystyrene) can remain physically associated.
  • 6
    • 0345586722 scopus 로고    scopus 로고
    • note
    • -1 in DMF). Since the time of this study, we have concluded that somewhat lower tube loadings lead to lowered rates of intratube reactivity.
  • 7
    • 0345154788 scopus 로고    scopus 로고
    • note
    • Tubular reactors prepared as described here, but standardized to ca. 35 μmoles of amine loading/tube, are available commercially: IRORI, La Jolla, CA.
  • 10
    • 0345586715 scopus 로고    scopus 로고
    • note
    • 2. and removal of the Fmoc protecting group with 20% pipendine in DMF at RT.
  • 11
    • 0345154775 scopus 로고    scopus 로고
    • note
    • Note: In this article, we will utilize a matrix notation to describe sets of reagents serving as diversity inputs [e.g., 6{1-18}], an individual reagent from this set [e.g., 6{6}]. product libraries [e.g., 13{1-18,1-8,1-3}], and an individual product [e.g., 13{ 12.1.3}]. Each diversity-introducing reaction step is represented in order in the matrix descriptor. We also propose (for the sake of brevity) the adjective 'chemset' to refer to a matrix of compounds, to include all the described members of a given compound matrix unless otherwise specified [e.g., chemset 13 is equivalent to 13{1-18,1-8,1-3} within the context of this article, which lists the set of diversity reagents used]. While the traditional use of lowercase letters to describe variants of a compound would avoid the requirement for a new formalism, libraries constructed using diversity steps with more than 26 reagents will always prove cumber-some to depict using letters.
  • 14
    • 0344292413 scopus 로고    scopus 로고
    • note
    • Interestingly, we encountered what amounts to a "scale-up" problem in this step inasmuch as the conditions that gave complete chemical conversion using one reactor were insufficient to afford complete conversion when using 432. The difficulty was solved simply by using triple coupling conditions. However, the observation does highlight the fact that reactions for library synthesis must be optimized carefully and the great benefit of monitoring reactions at the library generation stage itself.
  • 15
    • 0031151959 scopus 로고    scopus 로고
    • For an overview of encoding benefits and strategies, see: Czarnik, A. W. Curr. Op. Chem. Biol. 1997, 1, 60.
    • (1997) Curr. Op. Chem. Biol. , vol.1 , pp. 60
    • Czarnik, A.W.1
  • 16
    • 0344724422 scopus 로고    scopus 로고
    • note
    • Of course, it is also straightforward to make a predetermined number of copies of each product if desired.
  • 17
    • 0344724279 scopus 로고    scopus 로고
    • note
    • The goal of making each library member only once requires that the ID of each reactor be read at the end of each reaction step, so that the subsequent "pooling" step can be accomplished in a nonrandom fashion. For this reason, the use of memory tags that can be both read and written to using rf (which are available) would be an unnecessary functionality.
  • 18
    • 0344292406 scopus 로고    scopus 로고
    • note
    • It is important to note that one of these "conversions" is, in fact, an identity transformation (i.e., no reaction), so that all compounds 10{a,b,1} are identical to the corresponding compounds 12{a,b,1}.
  • 19
    • 0030869479 scopus 로고    scopus 로고
    • Methods for high-throughput NMR are being developed: Keifer, P. A. Drug Discovery Today 1997, 2, 468.
    • (1997) Drug Discovery Today , vol.2 , pp. 468
    • Keifer, P.A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.