Protein Transduction Domain Mimics: The Role of Aromatic Functionality

被引：81

作者：

Som, Abhigyan ^{[1
]}

Reuter, Anika ^{[1
]}

Tew, Gregory N. ^{[1
]}

机构：

[1] Univ Massachusetts, Dept Polymer Sci & Engn, Amherst, MA 01003 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 04期

关键词：

aromaticity; cell-penetrating peptides; hydrophobic effect; peptidomimetics; transduction; CELL-PENETRATING PEPTIDES; DIFFERENT FOLDING TYPES; ARGININE-RICH PEPTIDES; CATION-PI INTERACTIONS; INTERNALIZATION MECHANISMS; MOLECULAR TRANSPORTERS; MEMBRANE INTERFACES; BILAYER-MEMBRANES; WATER INTERFACE; LIVE CELLS;

D O I：

10.1002/anie.201104624

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

For better or worse: Protein transduction domain mimics built from synthetic polymers demonstrate that aromatic side chains provide better transduction than aliphatic groups at the same relative hydrophobicity. Similarly, a less hydrophobic aromatic side chain is more active than the corresponding aliphatic one containing the same number of carbon atoms (see picture). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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收藏

页码：980 / 983

页数：4

相关论文

共 48 条

[1]

Membrane binding of peptides containing both basic and aromatic residues.: Experimental studies with peptides corresponding to the scaffolding region of caveolin and the effector region of MARCKS [J].

Arbuzova, A ;

Wang, LB ;

Wang, JY ;

Hangyás-Mihályné, G ;

Murray, D ;

Honig, B ;

McLaughlin, S .

BIOCHEMISTRY, 2000, 39 (33) :10330-10339

[2]

The aromatic residues Trp and Phe have different effects on the positioning of a transmembrane helix in the microsomal membrane [J].

Braun, P ;

von Heijne, G .

BIOCHEMISTRY, 1999, 38 (30) :9778-9782

[3]

Membrane interactions of cell-penetrating peptides probed by tryptophan fluorescence and dichroism techniques:: Correlations of structure to cellular uptake [J].

Caesar, Christina E. B. ;

Esbjorner, Elin K. ;

Lincoln, Per ;

Norden, Bengt .

BIOCHEMISTRY, 2006, 45 (24) :7682-7692

[4]

Oligocarbonate Molecular Transporters: Oligomerization-Based Syntheses and Cell-Penetrating Studies [J].

Cooley, Christina B. ;

Trantow, Brian M. ;

Nederberg, Fredrik ;

Kiesewetter, Matthew K. ;

Hedrick, James L. ;

Waymouth, Robert M. ;

Wender, Paul A. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (45) :16401-+

[5]

Pathway for polyarginine entry into mammalian cell [J].

Fuchs, SM ;

Raines, RT .

BIOCHEMISTRY, 2004, 43 (09) :2438-2444

[6]

Membrane-permeable arginine-rich peptides and the translocation mechanisms [J].

Futaki, S .

ADVANCED DRUG DELIVERY REVIEWS, 2005, 57 (04) :547-558

[7]

Interactions between Antimicrobial Polynorbornenes and Phospholipid Vesicles Monitored by Light Scattering and Microcalorimetry [J].

Gabriel, Gregory J. ;

Pool, Joanna G. ;

Som, Abhigyan ;

Dabkowski, Jeffrey M. ;

Coughlin, E. Bryan ;

Muthukurnar, M. ;

Tew, Gregory N. .

LANGMUIR, 2008, 24 (21) :12489-12495

[8]

Molecular transporters: Synthesis of oligoguanidinium transporters and their application to drug delivery and real-time imaging [J].

Goun, Elena A. ;

Pillow, Thomas H. ;

Jones, Lisa R. ;

Rothbard, Jonathan B. ;

Wender, Paul A. .

CHEMBIOCHEM, 2006, 7 (10) :1497-1515

[9]

Structural analysis of residues involving cation-π interactions in different folding types of membrane proteins [J].

Gromiha, MM ;

Suwa, M .

INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2005, 35 (1-2) :55-62

[10]

Influence of cation-π interactions in different folding types of membrane proteins [J].

Gromiha, MM .

BIOPHYSICAL CHEMISTRY, 2003, 103 (03) :251-258

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