共 122 条
Advances in chemical ligation strategies for the synthesis of glycopeptides and glycoproteins
被引:173
作者:

Payne, Richard J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia

Wong, Chi-Huey
论文数: 0 引用数: 0
h-index: 0
机构:
Acad Sinica, Taipei 115, Taiwan
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
机构:
[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
[2] Acad Sinica, Taipei 115, Taiwan
[3] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词:
SOLID-PHASE SYNTHESIS;
EXPRESSED PROTEIN LIGATION;
SUGAR-ASSISTED LIGATION;
CYSTEINE-FREE PEPTIDE;
SAFETY-CATCH LINKER;
POLYPEPTIDE-SYNTHESIS;
MUC1;
GLYCOPEPTIDES;
TYROSINE SULFATE;
BUILDING-BLOCKS;
P-SELECTIN;
D O I:
10.1039/b913845e
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
A number of recent advances in the chemical synthesis of glycopeptides and glycoproteins are described, with particular focus on the development of peptide ligation strategies and their implementation in the convergent assembly of complex glycopeptides. Recent applications in the synthesis of full length homogeneous glycoproteins are also highlighted.
引用
收藏
页码:21 / 43
页数:23
相关论文
共 122 条
[61]
ERYTHROPOIETIN - STRUCTURE, CONTROL OF PRODUCTION, AND FUNCTION
[J].
JELKMANN, W
.
PHYSIOLOGICAL REVIEWS,
1992, 72 (02)
:449-489

JELKMANN, W
论文数: 0 引用数: 0
h-index: 0
机构: Physiologisches Institut I, Universitat Bonn, Bonn
[62]
Enhancement of cyanogen bromide cleavage yields for methionyl-serine and methionyl-threonine peptide bonds
[J].
Kaiser, R
;
Metzka, L
.
ANALYTICAL BIOCHEMISTRY,
1999, 266 (01)
:1-8

Kaiser, R
论文数: 0 引用数: 0
h-index: 0
机构:
Eli Lilly & Co, Lilly Res Labs, Dept Biochem & Biosynthet Purificat Dev, Indianapolis, IN 46285 USA Eli Lilly & Co, Lilly Res Labs, Dept Biochem & Biosynthet Purificat Dev, Indianapolis, IN 46285 USA

Metzka, L
论文数: 0 引用数: 0
h-index: 0
机构:
Eli Lilly & Co, Lilly Res Labs, Dept Biochem & Biosynthet Purificat Dev, Indianapolis, IN 46285 USA Eli Lilly & Co, Lilly Res Labs, Dept Biochem & Biosynthet Purificat Dev, Indianapolis, IN 46285 USA
[63]
Convenient synthesis of a sialylglycopeptide-thioester having an intact and homogeneous complex-type disialyl-oligosaccharide
[J].
Kajihara, Yasuhiro
;
Yoshihara, Akiko
;
Hirano, Kiriko
;
Yamamoto, Naoki
.
CARBOHYDRATE RESEARCH,
2006, 341 (10)
:1333-1340

Kajihara, Yasuhiro
论文数: 0 引用数: 0
h-index: 0
机构:
Yokohama City Univ, Int Grad Sch Arts & Sci, Kanazawa Ku, Yokohama, Kanagawa 2360027, Japan Yokohama City Univ, Int Grad Sch Arts & Sci, Kanazawa Ku, Yokohama, Kanagawa 2360027, Japan

Yoshihara, Akiko
论文数: 0 引用数: 0
h-index: 0
机构:
Yokohama City Univ, Int Grad Sch Arts & Sci, Kanazawa Ku, Yokohama, Kanagawa 2360027, Japan Yokohama City Univ, Int Grad Sch Arts & Sci, Kanazawa Ku, Yokohama, Kanagawa 2360027, Japan

Hirano, Kiriko
论文数: 0 引用数: 0
h-index: 0
机构:
Yokohama City Univ, Int Grad Sch Arts & Sci, Kanazawa Ku, Yokohama, Kanagawa 2360027, Japan Yokohama City Univ, Int Grad Sch Arts & Sci, Kanazawa Ku, Yokohama, Kanagawa 2360027, Japan

Yamamoto, Naoki
论文数: 0 引用数: 0
h-index: 0
机构:
Yokohama City Univ, Int Grad Sch Arts & Sci, Kanazawa Ku, Yokohama, Kanagawa 2360027, Japan Yokohama City Univ, Int Grad Sch Arts & Sci, Kanazawa Ku, Yokohama, Kanagawa 2360027, Japan
[64]
Toward Homogeneous Erythropoietin: Chemical Synthesis of the Ala1-Gly28 Glycopeptide Domain by "Alanine" Ligation
[J].
Kan, Cindy
;
Trzupek, John D.
;
Wu, Bin
;
Chen, Gong
;
Tan, Zhongping
;
Yuan, Yu
;
Danishefsky, Samuel J.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2009, 131 (15)
:5438-5443

Kan, Cindy
论文数: 0 引用数: 0
h-index: 0
机构:
Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA

Trzupek, John D.
论文数: 0 引用数: 0
h-index: 0
机构:
Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA

Wu, Bin
论文数: 0 引用数: 0
h-index: 0
机构:
Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA

Chen, Gong
论文数: 0 引用数: 0
h-index: 0
机构:
Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA

Tan, Zhongping
论文数: 0 引用数: 0
h-index: 0
机构:
Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA

Yuan, Yu
论文数: 0 引用数: 0
h-index: 0
机构:
Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA

Danishefsky, Samuel J.
论文数: 0 引用数: 0
h-index: 0
机构:
Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA
Columbia Univ, Dept Chem, New York, NY 10027 USA Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10065 USA
[65]
The use of a cysteinyl prolyl ester (CPE) autoactivating unit in peptide ligation reactions
[J].
Kawakami, Toru
;
Aimoto, Saburo
.
TETRAHEDRON,
2009, 65 (19)
:3871-3877

论文数: 引用数:
h-index:
机构:

Aimoto, Saburo
论文数: 0 引用数: 0
h-index: 0
机构:
Osaka Univ, Inst Prot Res, Suita, Osaka 5650871, Japan Osaka Univ, Inst Prot Res, Suita, Osaka 5650871, Japan
[66]
NUCLEOPHILIC REACTIVITY OF PEPTIDES TOWARD 2-ACYLOXY-N-ETHYLBENZAMIDES - UTILITY OF FREE PEPTIDES AS NUCLEOPHILES IN AMIDE BOND FORMING REACTIONS
[J].
KEMP, DS
;
BERNSTEIN, ZW
;
MCNEIL, GN
.
JOURNAL OF ORGANIC CHEMISTRY,
1974, 39 (19)
:2831-2835

KEMP, DS
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, DEPT CHEM, CAMBRIDGE, MA 02139 USA MIT, DEPT CHEM, CAMBRIDGE, MA 02139 USA

BERNSTEIN, ZW
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, DEPT CHEM, CAMBRIDGE, MA 02139 USA MIT, DEPT CHEM, CAMBRIDGE, MA 02139 USA

MCNEIL, GN
论文数: 0 引用数: 0
h-index: 0
机构:
MIT, DEPT CHEM, CAMBRIDGE, MA 02139 USA MIT, DEPT CHEM, CAMBRIDGE, MA 02139 USA
[67]
RATE CONSTANTS FOR PEPTIDE PARA-NITROPHENYL ESTER COUPLING REACTIONS IN DIMETHYLFORMAMIDE - MODEL FOR STERIC INTERACTIONS IN PEPTIDE-BOND FORMING TRANSITION-STATE
[J].
KEMP, DS
;
CHOONG, SLH
;
PEKAAR, J
.
JOURNAL OF ORGANIC CHEMISTRY,
1974, 39 (26)
:3841-3847

KEMP, DS
论文数: 0 引用数: 0
h-index: 0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139 MIT,DEPT CHEM,CAMBRIDGE,MA 02139

CHOONG, SLH
论文数: 0 引用数: 0
h-index: 0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139 MIT,DEPT CHEM,CAMBRIDGE,MA 02139

PEKAAR, J
论文数: 0 引用数: 0
h-index: 0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139 MIT,DEPT CHEM,CAMBRIDGE,MA 02139
[68]
Total chemical synthesis of enzymes
[J].
Kent, S
.
JOURNAL OF PEPTIDE SCIENCE,
2003, 9 (09)
:574-593

Kent, S
论文数: 0 引用数: 0
h-index: 0
机构: Univ Chicago, Cummings Life Sci Ctr 325, Inst Biophys Dynam, Dept Chem, Chicago, IL 60637 USA
[69]
Total chemical synthesis of proteins
[J].
Kent, Stephen B. H.
.
CHEMICAL SOCIETY REVIEWS,
2009, 38 (02)
:338-351

Kent, Stephen B. H.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chicago, Ctr Integrat Sci, Inst Biophys Dynam, Dept Chem, Chicago, IL 60637 USA Univ Chicago, Ctr Integrat Sci, Inst Biophys Dynam, Dept Chem, Chicago, IL 60637 USA
[70]
Design and chemical synthesis of a homogeneous polymer-modified erythropoiesis protein
[J].
Kochendoerfer, GG
;
Chen, SY
;
Mao, F
;
Cressman, S
;
Traviglia, S
;
Shao, HY
;
Hunter, CL
;
Low, DW
;
Cagle, EN
;
Carnevali, M
;
Gueriguian, V
;
Keogh, PJ
;
Porter, H
;
Stratton, SM
;
Wiedeke, MC
;
Wilken, J
;
Tang, J
;
Levy, JJ
;
Miranda, LP
;
Crnogorac, MM
;
Kalbag, S
;
Botti, P
;
Schindler-Horvat, J
;
Savatski, L
;
Adamson, JW
;
Kung, A
;
Kent, SBH
;
Bradburne, JA
.
SCIENCE,
2003, 299 (5608)
:884-887

Kochendoerfer, GG
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Chen, SY
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Mao, F
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Cressman, S
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Traviglia, S
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Shao, HY
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Hunter, CL
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Low, DW
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Cagle, EN
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Carnevali, M
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Gueriguian, V
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Keogh, PJ
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Porter, H
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Stratton, SM
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Wiedeke, MC
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Wilken, J
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Tang, J
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Levy, JJ
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Miranda, LP
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Crnogorac, MM
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Kalbag, S
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Botti, P
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Schindler-Horvat, J
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Savatski, L
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Adamson, JW
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Kung, A
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Kent, SBH
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA

Bradburne, JA
论文数: 0 引用数: 0
h-index: 0
机构: Gryphon Therapeut, San Francisco, CA 94080 USA