共 119 条
Ring-closing metathesis in peptides
被引:36
作者:

Gleeson, Ellen C.
论文数: 0 引用数: 0
h-index: 0
机构:
Monash Univ, Sch Chem, Clayton, Vic 3800, Australia Monash Univ, Sch Chem, Clayton, Vic 3800, Australia

Jackson, W. Roy
论文数: 0 引用数: 0
h-index: 0
机构:
Monash Univ, Sch Chem, Clayton, Vic 3800, Australia Monash Univ, Sch Chem, Clayton, Vic 3800, Australia

Robinson, Andrea J.
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h-index: 0
机构:
Monash Univ, Sch Chem, Clayton, Vic 3800, Australia Monash Univ, Sch Chem, Clayton, Vic 3800, Australia
机构:
[1] Monash Univ, Sch Chem, Clayton, Vic 3800, Australia
基金:
澳大利亚研究理事会;
关键词:
Peptides;
Olefin metathesis;
Ring-closing metathesis;
Dicarba peptides;
Cyclic constraints;
BOWMAN-BIRK INHIBITOR;
ORGANIZATION INDUCED SYNTHESIS;
SELECTIVE OLEFIN METATHESIS;
ALPHA-HELICAL PEPTIDES;
DICARBA-ANALOGS;
CHEMICAL-SYNTHESIS;
CROSS-METATHESIS;
AMINO-ACIDS;
MACROCYCLIC PEPTIDES;
RUTHENIUM CATALYSTS;
D O I:
10.1016/j.tetlet.2016.08.032
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
This review highlights developments in the field of ring-closing metathesis applied to the synthesis of cyclic peptides. Special attention is focussed on the synthesis of dicarba peptides that mimic native cystine containing peptides. Recent advances in the field are discussed, including the stereoselective synthesis of carbon-bridged peptides and RCM in aqueous media. Crown Copyright (C) 2016 Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:4325 / 4333
页数:9
相关论文
共 119 条
[51]
A Role for Ring-Closing Metathesis in Medicinal Chemistry: Mimicking Secondary Architectures in Bioactive Peptides
[J].
Jesus Perez de Vega, Maria
;
Isabel Garcia-Aranda, Maria
;
Gonzalez-Muniz, Rosario
.
MEDICINAL RESEARCH REVIEWS,
2011, 31 (05)
:677-715

Jesus Perez de Vega, Maria
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC, Inst Quim Med, E-28006 Madrid, Spain CSIC, Inst Quim Med, E-28006 Madrid, Spain

Isabel Garcia-Aranda, Maria
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC, Inst Quim Med, E-28006 Madrid, Spain CSIC, Inst Quim Med, E-28006 Madrid, Spain

Gonzalez-Muniz, Rosario
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC, Inst Quim Med, E-28006 Madrid, Spain CSIC, Inst Quim Med, E-28006 Madrid, Spain
[52]
Highly Z-Selective Metathesis Homocoupling of Terminal Olefins
[J].
Jiang, Annie J.
;
Zhao, Yu
;
Schrock, Richard R.
;
Hoveyda, Amir H.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2009, 131 (46)
:16630-+

Jiang, Annie J.
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem 6 331, Cambridge, MA 02139 USA MIT, Dept Chem 6 331, Cambridge, MA 02139 USA

Zhao, Yu
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem 6 331, Cambridge, MA 02139 USA MIT, Dept Chem 6 331, Cambridge, MA 02139 USA

Schrock, Richard R.
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, Dept Chem 6 331, Cambridge, MA 02139 USA MIT, Dept Chem 6 331, Cambridge, MA 02139 USA

Hoveyda, Amir H.
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA MIT, Dept Chem 6 331, Cambridge, MA 02139 USA
[53]
Design and synthesis of redox stable analogues of sunflower trypsin inhibitors (SFTI-1) on solid support, potent inhibitors of matriptase
[J].
Jiang, Sheng
;
Li, Peng
;
Lee, Sheau-Ling
;
Lin, Cheng Yong
;
Long, Ya-Qiu
;
Johnson, Michael D.
;
Dickson, Robert B.
;
Roller, Peter P.
.
ORGANIC LETTERS,
2007, 9 (01)
:9-12

Jiang, Sheng
论文数: 0 引用数: 0
h-index: 0
机构:
NCI, Med Chem Lab, NIH, Frederick, MD 21702 USA NCI, Med Chem Lab, NIH, Frederick, MD 21702 USA

Li, Peng
论文数: 0 引用数: 0
h-index: 0
机构: NCI, Med Chem Lab, NIH, Frederick, MD 21702 USA

Lee, Sheau-Ling
论文数: 0 引用数: 0
h-index: 0
机构: NCI, Med Chem Lab, NIH, Frederick, MD 21702 USA

Lin, Cheng Yong
论文数: 0 引用数: 0
h-index: 0
机构: NCI, Med Chem Lab, NIH, Frederick, MD 21702 USA

Long, Ya-Qiu
论文数: 0 引用数: 0
h-index: 0
机构: NCI, Med Chem Lab, NIH, Frederick, MD 21702 USA

Johnson, Michael D.
论文数: 0 引用数: 0
h-index: 0
机构: NCI, Med Chem Lab, NIH, Frederick, MD 21702 USA

Dickson, Robert B.
论文数: 0 引用数: 0
h-index: 0
机构: NCI, Med Chem Lab, NIH, Frederick, MD 21702 USA

Roller, Peter P.
论文数: 0 引用数: 0
h-index: 0
机构: NCI, Med Chem Lab, NIH, Frederick, MD 21702 USA
[54]
High Trans Kinetic Selectivity in Ruthenium-Based Olefin Cross-Metathesis through Stereoretention
[J].
Johns, Adam M.
;
Ahmed, Tonia S.
;
Jackson, Bradford W.
;
Grubbs, Robert H.
;
Pederson, Richard L.
.
ORGANIC LETTERS,
2016, 18 (04)
:772-775

Johns, Adam M.
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Ahmed, Tonia S.
论文数: 0 引用数: 0
h-index: 0
机构:
Materia Inc, Pasadena, CA 91107 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Jackson, Bradford W.
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Grubbs, Robert H.
论文数: 0 引用数: 0
h-index: 0
机构:
Materia Inc, Pasadena, CA 91107 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Pederson, Richard L.
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA
[55]
Design of Triazole-Stapled BCL9 α-Helical Peptides to Target the β-Catenin/B-Cell CLL/lymphoma 9 (BCL9) Protein-Protein Interaction
[J].
Kawamoto, Steven A.
;
Coleska, Adriana
;
Ran, Xu
;
Yi, Han
;
Yang, Chao-Yie
;
Wang, Shaomeng
.
JOURNAL OF MEDICINAL CHEMISTRY,
2012, 55 (03)
:1137-1146

Kawamoto, Steven A.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Ctr Comprehens Canc, Dept Internal Med, Ann Arbor, MI 48109 USA
Univ Michigan, Ctr Comprehens Canc, Dept Pharmacol, Ann Arbor, MI 48109 USA Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA

Coleska, Adriana
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Michigan, Ctr Comprehens Canc, Dept Internal Med, Ann Arbor, MI 48109 USA
Univ Michigan, Ctr Comprehens Canc, Dept Pharmacol, Ann Arbor, MI 48109 USA Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA

Ran, Xu
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA

Yi, Han
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA

Yang, Chao-Yie
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA

Wang, Shaomeng
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Ctr Comprehens Canc, Dept Internal Med, Ann Arbor, MI 48109 USA
Univ Michigan, Ctr Comprehens Canc, Dept Pharmacol, Ann Arbor, MI 48109 USA Univ Michigan, Ctr Comprehens Canc, Dept Med Chem, Ann Arbor, MI 48109 USA
[56]
Improved Ruthenium Catalysts for Z-Selective Olefin Metathesis
[J].
Keitz, Benjamin K.
;
Endo, Koji
;
Patel, Paresma R.
;
Herbert, Myles B.
;
Grubbs, Robert H.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2012, 134 (01)
:693-699

Keitz, Benjamin K.
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Endo, Koji
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Patel, Paresma R.
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Herbert, Myles B.
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA

Grubbs, Robert H.
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA
[57]
Readily Accessible and Easily Modifiable Ru-Based Catalysts for Efficient and Z-Selective Ring-Opening Metathesis Polymerization and Ring-Opening/Cross-Metathesis
[J].
Khan, R. Kashif M.
;
Torker, Sebastian
;
Hoveyda, Amir H.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2013, 135 (28)
:10258-10261

Khan, R. Kashif M.
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA

Torker, Sebastian
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA

Hoveyda, Amir H.
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA
[58]
Synthesis of all-hydrocarbon stapled α-helical peptides by ring-closing olefin metathesis
[J].
Kim, Young-Woo
;
Grossmann, Tom N.
;
Verdine, Gregory L.
.
NATURE PROTOCOLS,
2011, 6 (06)
:761-771

论文数: 引用数:
h-index:
机构:

Grossmann, Tom N.
论文数: 0 引用数: 0
h-index: 0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Stem Cell & Regenerat Biol, Cambridge, MA 02138 USA Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

Verdine, Gregory L.
论文数: 0 引用数: 0
h-index: 0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Stem Cell & Regenerat Biol, Cambridge, MA 02138 USA
Dana Farber Canc Inst, Program Canc Chem Biol, Boston, MA 02115 USA
Harvard Univ, Dept Mol & Cellular Biol, Cambridge, MA 02138 USA Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
[59]
Synthesis and Activity of Thioether-Containing Analogues of the Complement Inhibitor Compstatin
[J].
Knerr, Patrick J.
;
Tzekou, Apostolia
;
Ricklin, Daniel
;
Qu, Hongchang
;
Chen, Hui
;
van der Donk, Wilfred A.
;
Lambris, John D.
.
ACS CHEMICAL BIOLOGY,
2011, 6 (07)
:753-760

Knerr, Patrick J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Illinois, Dept Chem, Urbana, IL 61801 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA

Tzekou, Apostolia
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Pathol & Lab Med, Philadelphia, PA 19104 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA

Ricklin, Daniel
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Pathol & Lab Med, Philadelphia, PA 19104 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA

Qu, Hongchang
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Pathol & Lab Med, Philadelphia, PA 19104 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA

Chen, Hui
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Pathol & Lab Med, Philadelphia, PA 19104 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA

van der Donk, Wilfred A.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Illinois, Dept Chem, Urbana, IL 61801 USA
Univ Illinois, Howard Hughes Med Inst, Urbana, IL 61801 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA

Lambris, John D.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Pathol & Lab Med, Philadelphia, PA 19104 USA Univ Illinois, Dept Chem, Urbana, IL 61801 USA
[60]
High-value alcohols and higher-oxidation-state compounds by catalytic Z-selective cross-metathesis
[J].
Koh, Ming Joo
;
Khan, R. Kashif M.
;
Torker, Sebastian
;
Yu, Miao
;
Mikus, Malte S.
;
Hoveyda, Amir H.
.
NATURE,
2015, 517 (7533)
:181-186

Koh, Ming Joo
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

Khan, R. Kashif M.
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

Torker, Sebastian
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

Yu, Miao
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

Mikus, Malte S.
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA

Hoveyda, Amir H.
论文数: 0 引用数: 0
h-index: 0
机构:
Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA