Solid-Phase Synthesis of Lysobactin (Katanosin B): Insights into Structure and Function

被引:10
|
作者
Hall, Edward A. [1 ]
Kuru, Erkin [1 ]
VanNieuwenhze, Michael S. [1 ]
机构
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
基金
美国国家卫生研究院;
关键词
COUPLING REAGENT; REMARKABLE RESISTANCE; DEPBT;
D O I
10.1021/ol300926d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The solid phase synthesis of the cyclic depsipeptide antibiotic lysobactin is described. The natural product was synthesized via a linear approach using mostly an Fmoc-strategy solid phase peptide synthesis (SPPS) with a single purification. A lysobactin analog has also been synthesized displaying nanomolar membrane disruption activity not seen with the natural product.
引用
收藏
页码:2730 / 2733
页数:4
相关论文
共 50 条
  • [21] Solid-phase carbohydrate synthesis
    Terrett, N
    DRUG DISCOVERY TODAY, 1998, 3 (10) : 482 - 483
  • [22] Solid-phase synthesis of glycopeptides
    Zang Fa
    Liu Gang
    PROGRESS IN CHEMISTRY, 2006, 18 (05) : 579 - 600
  • [23] Solid-phase synthesis of oximes
    Hajipour, AR
    Mohammadpoor-Baltork, I
    Nikbaghat, K
    Imanzadeh, G
    SYNTHETIC COMMUNICATIONS, 1999, 29 (10) : 1697 - 1701
  • [24] SOLID-PHASE SYNTHESIS OF APAMIN
    GRANIER, C
    VANRIETSCHOTEN, J
    ROCHAT, H
    LISSITZKY, S
    MIRANDA, F
    BULLETIN DE L INSTITUT PASTEUR, 1976, 74 (01): : 51 - 55
  • [25] Solid-phase synthesis for a lifetime
    Gutte, Bernd
    BIOPOLYMERS, 2008, 90 (03) : 214 - 214
  • [26] Solid-phase synthesis of benzimidazoles
    Mayer, JP
    Lewis, GS
    McGee, C
    Bankaitis-Davis, D
    TETRAHEDRON LETTERS, 1998, 39 (37) : 6655 - 6658
  • [27] Solid-phase synthesis of ferrocenylchalcone
    Liu, WY
    Xu, QH
    Chen, BH
    Ma, YX
    SYNTHETIC COMMUNICATIONS, 2002, 32 (02) : 171 - 174
  • [28] Solid-Phase Synthesis of Megamolecules
    Kimmel, Blaise R.
    Modica, Justin A.
    Parker, Kelly
    Dravid, Vinayak
    Mrksich, Milan
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (10) : 4534 - 4538
  • [29] SOLID-PHASE SYNTHESIS OF OLIGORIBONUCLEOTIDES
    XU, YZ
    LEHMANN, C
    SLIM, G
    CHRISTODOULOU, C
    TAN, ZK
    GAIT, MJ
    SIXTEENTH SYMPOSIUM ON NUCLEIC ACIDS CHEMISTRY, 1989, 21 : 39 - 40
  • [30] Solid-Phase Synthesis of Allosamidin
    Huang, Gang Liang
    Dai, Yue Peng
    SYNLETT, 2010, (10) : 1554 - 1556