Sulfur(vi) fluorides as tools in biomolecular and medicinal chemistry

被引:43
|
作者
Carneiro, Sabrina N. [1 ]
Khasnavis, Samuel R. [1 ]
Lee, Jisun [2 ]
Butler, Todd W. [2 ]
Majmudar, Jaimeen D. [3 ]
Am Ende, Christopher W. [2 ]
Ball, Nicholas D. [1 ]
机构
[1] Pomona Coll, Dept Chem, Claremont, CA 91711 USA
[2] Pfizer Worldwide Res, Dev, Groton, CT 06340 USA
[3] Pfizer Worldwide Res & Dev, Cambridge, MA 02139 USA
基金
美国国家卫生研究院;
关键词
SUFEX CLICK CHEMISTRY; AROMATIC SULFONYL FLUORIDES; PORCINE PANCREATIC ELASTASE; IRREVERSIBLE INHIBITORS; CATHEPSIN-G; REACTIVITY; SITE; FLUOROSULFATE; CHYMOTRYPSIN; CONVENIENT;
D O I
10.1039/d2ob01891h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Recent advances in the synthesis of sulfur(vi)-fluorides has enabled incredible growth in their application in biomolecular chemistry. This review aims to serve as a primer highlighting synthetic strategies toward a diversity of S(vi) fluorides and their application in chemical biology, bioconjugation, and medicinal chemistry.
引用
收藏
页码:1356 / 1372
页数:17
相关论文
共 50 条
  • [21] Computational Tools To Model Halogen Bonds in Medicinal Chemistry
    Ford, Melissa Coates
    Ho, P. Shing
    JOURNAL OF MEDICINAL CHEMISTRY, 2016, 59 (05) : 1655 - 1670
  • [22] THE CHEMISTRY OF SULFUR TETRAFLUORIDE .7. SYNTHESIS OF ORGANIC FLUORIDES BY HALOGEN EXCHANGE WITH SULFUR TETRAFLUORIDE
    TULLOCK, CW
    CARBONI, RA
    HARDER, RJ
    SMITH, WC
    COFFMAN, DD
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (19) : 5107 - 5110
  • [23] Reactivity of phenol in sulfur(VI) fluoride exchange chemistry
    Gurjar, Jitendra
    Fokin, Valery
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
  • [24] DIALKYLAMINOTELLURIUM(VI) FLUORIDES
    FRASER, GW
    PEACOCK, RD
    WATKINS, PM
    JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1971, (09): : 1125 - &
  • [25] DIETHYLAMINOTUNGSTEN(VI) FLUORIDES
    MAJID, A
    MCLEAN, RR
    OUELLETT.TJ
    SHARP, DWA
    WINFIELD, JM
    INORGANIC & NUCLEAR CHEMISTRY LETTERS, 1971, 7 (01): : 53 - &
  • [26] ORGANOTELLURIUM (VI) FLUORIDES
    ALAM, K
    JANZEN, AF
    JOURNAL OF FLUORINE CHEMISTRY, 1985, 27 (04) : 467 - 469
  • [27] METATHETICAL CHEMISTRY OF HALOTUNGSTEN(VI) COMPOUNDS - SYNTHESIS AND GEOMETRY OF ORGANOOXY FLUORIDES AND CHLORIDES
    HANDY, LB
    SHARP, KG
    BRINCKMA.FE
    INORGANIC CHEMISTRY, 1972, 11 (03) : 523 - &
  • [28] Using sulfuramidimidoyl fluorides that undergo sulfur(vi) fluoride exchange for inverse drug discovery
    Brighty, Gabriel J.
    Botham, Rachel C.
    Li, Suhua
    Nelson, Luke
    Mortenson, David E.
    Li, Gencheng
    Morisseau, Christophe
    Wang, Hua
    Hammock, Bruce D.
    Sharpless, K. Barry
    Kelly, Jeffery W.
    NATURE CHEMISTRY, 2020, 12 (10) : 906 - +
  • [29] Using sulfuramidimidoyl fluorides that undergo sulfur(vi) fluoride exchange for inverse drug discovery
    Gabriel J. Brighty
    Rachel C. Botham
    Suhua Li
    Luke Nelson
    David E. Mortenson
    Gencheng Li
    Christophe Morisseau
    Hua Wang
    Bruce D. Hammock
    K. Barry Sharpless
    Jeffery W. Kelly
    Nature Chemistry, 2020, 12 : 906 - 913
  • [30] Sulfur Containing Scaffolds in Drugs: Synthesis and Application in Medicinal Chemistry
    Feng, Minghao
    Tang, Bingqing
    Liang, Steven H.
    Jiang, Xuefeng
    CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2016, 16 (11) : 1200 - 1216