Detection and analysis of chimeric tertiary structures by backbone thioester exchange: packing of an alpha helix against an alpha/beta-peptide helix.
作者信息
Price Joshua L, Hadley Erik B, Steinkruger Jay D, Gellman Samuel H
机构信息
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706, USA.
出版信息
Angew Chem Int Ed Engl. 2010;49(2):368-71. doi: 10.1002/anie.200904714.
Abstract
摘要
相似文献
1
Detection and analysis of chimeric tertiary structures by backbone thioester exchange: packing of an alpha helix against an alpha/beta-peptide helix.
Angew Chem Int Ed Engl. 2010;49(2):368-71. doi: 10.1002/anie.200904714.
2
Effect of the N3 residue on the stability of the alpha-helix.
Protein Sci. 2004 Jan;13(1):32-9. doi: 10.1110/ps.03341804.
3
Thermodynamic Scale of β-Amino Acid Residue Propensities for an α-Helix-like Conformation.
J Am Chem Soc. 2018 Aug 1;140(30):9396-9399. doi: 10.1021/jacs.8b05162. Epub 2018 Jul 19.
4
A designed well-folded monomeric four-helix bundle protein prepared by Fmoc solid-phase peptide synthesis and native chemical ligation.
Chemistry. 2006 Feb 1;12(5):1436-47. doi: 10.1002/chem.200500458.
5
The d'--d--d' vertical triad is less discriminating than the a'--a--a' vertical triad in the antiparallel coiled-coil dimer motif.
J Am Chem Soc. 2012 Feb 8;134(5):2626-33. doi: 10.1021/ja208855x. Epub 2012 Jan 31.
6
Structural consequences of beta-amino acid preorganization in a self-assembling alpha/beta-peptide: fundamental studies of foldameric helix bundles.
J Am Chem Soc. 2010 Sep 8;132(35):12378-87. doi: 10.1021/ja103543s.
7
Epimerization in peptide thioester condensation.
J Pept Sci. 2012 Nov;18(11):669-77. doi: 10.1002/psc.2452. Epub 2012 Sep 13.
8
Virtually epimerization-free synthesis of peptide-alpha-thioesters.
Org Biomol Chem. 2007 Mar 7;5(5):759-62. doi: 10.1039/b618442a. Epub 2007 Jan 26.
9
Addition of HOBt improves the conversion of thioester-Amine chemical ligation.
Biopolymers. 2015 Nov;104(6):693-702. doi: 10.1002/bip.22745.
10
Efficient microwave-assisted tandem N- to S-acyl transfer and thioester exchange for the preparation of a glycosylated peptide thioester.
Org Lett. 2006 Sep 28;8(20):4465-8. doi: 10.1021/ol0616034.
引用本文的文献
1
Design of an abiotic unimolecular three-helix bundle.
Chem Sci. 2024 Dec 4;16(3):1136-1146. doi: 10.1039/d4sc07336c. eCollection 2025 Jan 15.
2
Amino acid analogues provide multiple plausible pathways to prebiotic peptides.
J R Soc Interface. 2024 May;21(214):20240014. doi: 10.1098/rsif.2024.0014. Epub 2024 May 8.
3
Controlling the conformational stability of coiled-coil peptides with a single stereogenic center of a peripheral β-amino acid residue.
RSC Adv. 2022 Feb 7;12(8):4640-4647. doi: 10.1039/d2ra00111j. eCollection 2022 Feb 3.
4
Large-Amplitude Conformational Changes in Self-Assembled Multi-Stranded Aromatic Sheets.
Angew Chem Int Ed Engl. 2021 Feb 1;60(5):2574-2577. doi: 10.1002/anie.202014670. Epub 2020 Nov 30.
5
Foldamer-templated catalysis of macrocycle formation.
Science. 2019 Dec 20;366(6472):1528-1531. doi: 10.1126/science.aax7344. Epub 2019 Dec 19.
6
Parallel Homochiral and Anti-Parallel Heterochiral Hydrogen-Bonding Interfaces in Multi-Helical Abiotic Foldamers.
Angew Chem Int Ed Engl. 2020 Jan 20;59(4):1606-1610. doi: 10.1002/anie.201912805. Epub 2019 Dec 12.
7
Impact of Substitution Registry on the Receptor-Activation Profiles of Backbone-Modified Glucagon-like Peptide-1 Analogues.
Chembiochem. 2019 Nov 18;20(22):2834-2840. doi: 10.1002/cbic.201900300. Epub 2019 Sep 20.
8
Thermodynamic Scale of β-Amino Acid Residue Propensities for an α-Helix-like Conformation.
J Am Chem Soc. 2018 Aug 1;140(30):9396-9399. doi: 10.1021/jacs.8b05162. Epub 2018 Jul 19.
9
Conformationally Programmable Chiral Foldamers with Compact and Extended Domains Controlled by Monomer Structure.
Angew Chem Int Ed Engl. 2018 Jul 9;57(28):8478-8482. doi: 10.1002/anie.201802822. Epub 2018 Jun 12.
10
Impact of Backbone Pattern and Residue Substitution on Helicity in α/β/γ-Peptides.
J Am Chem Soc. 2018 Jan 31;140(4):1394-1400. doi: 10.1021/jacs.7b10868. Epub 2018 Jan 19.
本文引用的文献
1
High-resolution structural characterization of a helical alpha/beta-peptide foldamer bound to the anti-apoptotic protein Bcl-xL.
Angew Chem Int Ed Engl. 2009;48(24):4318-22. doi: 10.1002/anie.200805761.
2
Artificial chemokines: combining chemistry and molecular biology for the elucidation of interleukin-8 functionality.
J Am Chem Soc. 2008 Nov 19;130(46):15311-7. doi: 10.1021/ja802453x. Epub 2008 Oct 23.
3
Interplay among side chain sequence, backbone composition, and residue rigidification in polypeptide folding and assembly.
Proc Natl Acad Sci U S A. 2008 Jul 8;105(27):9151-6. doi: 10.1073/pnas.0801135105. Epub 2008 Jun 27.
4
Crystallographic characterization of helical secondary structures in alpha/beta-peptides with 1:1 residue alternation.
J Am Chem Soc. 2008 May 21;130(20):6544-50. doi: 10.1021/ja800355p. Epub 2008 Apr 26.
5
Distinctive circular dichroism signature for 14-helix-bundle formation by beta-peptides.
Org Lett. 2008 May 1;10(9):1799-802. doi: 10.1021/ol800622e. Epub 2008 Apr 9.
6
Preferred side-chain constellations at antiparallel coiled-coil interfaces.
Proc Natl Acad Sci U S A. 2008 Jan 15;105(2):530-5. doi: 10.1073/pnas.0709068105. Epub 2008 Jan 9.
7
Toward beta-amino acid proteins: design, synthesis, and characterization of a fifteen kilodalton beta-peptide tetramer.
J Am Chem Soc. 2008 Jan 23;130(3):821-3. doi: 10.1021/ja077245x. Epub 2008 Jan 1.
8
Crystallographic characterization of the alpha/beta-peptide 14/15-helix.
J Am Chem Soc. 2007 Nov 14;129(45):13780-1. doi: 10.1021/ja0753344. Epub 2007 Oct 19.
9
Thermodynamic analysis of beta-sheet secondary structure by backbone thioester exchange.
Angew Chem Int Ed Engl. 2007;46(37):7056-9. doi: 10.1002/anie.200702449.
10
Discrete heterogeneous quaternary structure formed by alpha/beta-peptide foldamers and alpha-peptides.
J Am Chem Soc. 2007 May 23;129(20):6376-7. doi: 10.1021/ja071203r. Epub 2007 Apr 28.
Zotero 插件