Sortase-Catalyzed Peptide-Glycosylphosphatidylinositol Analogue Ligation

被引：50

作者：

Guo, Xueqing ^{[1
]}

Wang, Qianli ^{[1
]}

Swarts, Benjamin M. ^{[1
]}

Guo, Zhongwu ^{[1
]}

机构：

[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 29期

关键词：

STAPHYLOCOCCUS-AUREUS; CHEMICAL-SYNTHESIS; SURFACE-PROTEINS; CELL-WALL; ANCHORS;

D O I：

10.1021/ja903231v

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It is demonstrated that sortase A (SrtA) can catalyze efficient coupling of peptides to GPI analogues with a gtycine residue attached to the phosphoethanotamine moiety at the nonreducing end to form GPI-linked peptides. This represents the first chemoenzymatic synthesis of GPI-peptide conjugates and is a proof-of-concept for the potential application of SrtA to the synthesis of more complex GPI-anchored peptides/glycopeptides and GPI-anchored proteins/glycoproteins.

引用

收藏

页码：9878 / +

页数：3

相关论文

共 19 条

[1] Lipid Modification of Proteins through Sortase-Catalyzed Transpeptidation [J].

Antos, John M. ;

Miller, Gwenn M. ;

Grotenbreg, Gijsbert M. ;

Ploegh, Hidde L. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (48) :16338-16343

[2] Semisynthesis of a Glycosylphosphatidylinositol-Anchored Prion Protein [J].

Becker, Christian F. W. ;

Liu, Xinyu ;

Olschewski, Diana ;

Castelli, Riccardo ;

Seidel, Ralf ;

Seeberger, Peter H. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (43) :8215-8219

[3] Glycosylphosphatidylinositol anchors of membrane glycoproteins are binding determinants for the channel-forming toxin aerolysin [J].

Diep, DB ;

Nelson, KL ;

Raja, SM ;

Pleshak, EN ;

Buckley, JT .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (04) :2355-2360

[4]

Ferguson MAJ, 1999, J CELL SCI, V112, P2799

[5] Sortase-mediated protein ligation: A new method for protein engineering [J].

Mao, HY ;

Hart, SA ;

Schink, A ;

Pollok, BA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (09) :2670-2671

[6] Sortases and the art of anchoring proteins to the envelopes of gram-positive bacteria [J].

Marraffini, LA ;

DeDent, AC ;

Schneewind, O .

MICROBIOLOGY AND MOLECULAR BIOLOGY REVIEWS, 2006, 70 (01) :192-+

[7] Sorting GPI-anchored proteins [J].

Mayor, S ;

Riezman, H .

NATURE REVIEWS MOLECULAR CELL BIOLOGY, 2004, 5 (02) :110-120

[8] Staphylococcus aureus sortase, an enzyme that anchors surface proteins to the cell wall [J].

Mazmanian, SK ;

Liu, G ;

Hung, TT ;

Schneewind, O .

SCIENCE, 1999, 285 (5428) :760-763

[9]

Menon A. K., 2000, CARBOHYDRATES CHEM B, V4, P757

[10] Sortase A as a novel molecular "stapler" for sequence-specific protein conjugation [J].

Parthasarathy, Ranganath ;

Subramanian, Shyamsundar ;

Boder, Eric T. .

BIOCONJUGATE CHEMISTRY, 2007, 18 (02) :469-476