Search Menu
DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information
Search Scholarly Publications

Title: Design of a Short Thermally Stable α‐Helix Embedded in a Macrocycle

Authors:
ORCiD logo [1];  [2];  [1];  [3];  [1];  [2]; ORCiD logo [1]
+ Show Author Affiliations
  1. Department of Pharmaceutical Chemistry University of California San Francisco CA 94158 USA
  2. Department of Chemistry University of Pennsylvania Philadelphia PA 19104 USA
  3. DLX Scientific Lawrence KS 66049 USA
Publication Date:
Sponsoring Org.:
USDOE
OSTI Identifier:
1429121
Grant/Contract Number:  
AC02-05CH11231
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
ChemBioChem: a European journal of chemical biology
Additional Journal Information:
Journal Name: ChemBioChem: a European journal of chemical biology Journal Volume: 19 Journal Issue: 9; Journal ID: ISSN 1439-4227
Publisher:
Wiley Blackwell (John Wiley & Sons)
Country of Publication:
France
Language:
English

Citation Formats

Wu, Haifan, Acharyya, Arusha, Wu, Yibing, Liu, Lijun, Jo, Hyunil, Gai, Feng, and DeGrado, William F. Design of a Short Thermally Stable α‐Helix Embedded in a Macrocycle. France: N. p., 2018. Web. doi:10.1002/cbic.201800026.
Copy to clipboard
Wu, Haifan, Acharyya, Arusha, Wu, Yibing, Liu, Lijun, Jo, Hyunil, Gai, Feng, & DeGrado, William F. Design of a Short Thermally Stable α‐Helix Embedded in a Macrocycle. France. https://doi.org/10.1002/cbic.201800026
Copy to clipboard
Wu, Haifan, Acharyya, Arusha, Wu, Yibing, Liu, Lijun, Jo, Hyunil, Gai, Feng, and DeGrado, William F. Thu . "Design of a Short Thermally Stable α‐Helix Embedded in a Macrocycle". France. https://doi.org/10.1002/cbic.201800026.
Copy to clipboard
@article{osti_1429121,
title = {Design of a Short Thermally Stable α‐Helix Embedded in a Macrocycle},
author = {Wu, Haifan and Acharyya, Arusha and Wu, Yibing and Liu, Lijun and Jo, Hyunil and Gai, Feng and DeGrado, William F.},
abstractNote = {},
doi = {10.1002/cbic.201800026},
journal = {ChemBioChem: a European journal of chemical biology},
number = 9,
volume = 19,
place = {France},
year = {2018},
month = {3}
}
Copy to clipboard
Journal Article:
Free Publicly Available Full Text
Accepted Manuscript (Publisher)
Publisher's Version of Record
https://doi.org/10.1002/cbic.201800026
Copyright Statement
Other availability
Search WorldCat Search WorldCat to find libraries that may hold this journal
Citation Metrics:
Cited by: 2 works
Citation information provided by
Web of Science
Save / Share:
Export Metadata
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.

Works referenced in this record:

Highly Efficient Synthesis of Covalently Cross-Linked Peptide Helices by Ring-Closing Metathesis
journal, December 1998

A Hydrogen Bond Surrogate Approach for Stabilization of Short Peptide Sequences in α-Helical Conformation
journal, October 2008

  • Patgiri, Anupam; Jochim, Andrea L.; Arora, Paramjit S.
  • Accounts of Chemical Research, Vol. 41, Issue 10
  • DOI: 10.1021/ar700264k

Accurate de novo design of hyperstable constrained peptides
journal, September 2016

  • Bhardwaj, Gaurav; Mulligan, Vikram Khipple; Bahl, Christopher D.
  • Nature, Vol. 538, Issue 7625
  • DOI: 10.1038/nature19791

Engineering protein stability with atomic precision in a monomeric miniprotein
journal, May 2017

  • Baker, Emily G.; Williams, Christopher; Hudson, Kieran L.
  • Nature Chemical Biology, Vol. 13, Issue 7
  • DOI: 10.1038/nchembio.2380

Circular proteins — no end in sight
journal, March 2002

Peptide stapling techniques based on different macrocyclisation chemistries
journal, January 2015

  • Lau, Yu Heng; de Andrade, Peterson; Wu, Yuteng
  • Chemical Society Reviews, Vol. 44, Issue 1
  • DOI: 10.1039/C4CS00246F

Foldamers:  A Manifesto
journal, April 1998

  • Gellman, Samuel H.
  • Accounts of Chemical Research, Vol. 31, Issue 4
  • DOI: 10.1021/ar960298r

Engineering stable peptide toxins by means of backbone cyclization: Stabilization of the  -conotoxin MII
journal, September 2005

  • Clark, R. J.; Fischer, H.; Dempster, L.
  • Proceedings of the National Academy of Sciences, Vol. 102, Issue 39
  • DOI: 10.1073/pnas.0504613102

The Engineering of an Orally Active Conotoxin for the Treatment of Neuropathic Pain
journal, August 2010

  • Clark, Richard J.; Jensen, Jonas; Nevin, Simon T.
  • Angewandte Chemie, Vol. 122, Issue 37
  • DOI: 10.1002/ange.201000620

Concerted Evolution of Structure and Function in a Miniature Protein
journal, March 2001

  • Chin, Jason W.; Schepartz, Alanna
  • Journal of the American Chemical Society, Vol. 123, Issue 12
  • DOI: 10.1021/ja0056668

Macrocycle peptides delineate locked-open inhibition mechanism for microorganism phosphoglycerate mutases
journal, April 2017

  • Yu, Hao; Dranchak, Patricia; Li, Zhiru
  • Nature Communications, Vol. 8, Issue 1
  • DOI: 10.1038/ncomms14932

Development of α-Helical Calpain Probes by Mimicking a Natural Protein–Protein Interaction
journal, October 2012

  • Jo, Hyunil; Meinhardt, Nataline; Wu, Yibing
  • Journal of the American Chemical Society, Vol. 134, Issue 42
  • DOI: 10.1021/ja307599z

Length Dependent Helix−Coil Transition Kinetics of Nine Alanine-Based Peptides
journal, September 2004

  • Wang, Ting; Zhu, Yongjin; Getahun, Zelleka
  • The Journal of Physical Chemistry B, Vol. 108, Issue 39
  • DOI: 10.1021/jp037272j

A Field Guide to Foldamers
journal, December 2001

  • Hill, David J.; Mio, Matthew J.; Prince, Ryan B.
  • Chemical Reviews, Vol. 101, Issue 12
  • DOI: 10.1021/cr990120t

A Stapled p53 Helix Overcomes HDMX-Mediated Suppression of p53
journal, November 2010

Form and Function in Cyclic Peptide Natural Products: A Pharmacokinetic Perspective
journal, May 2013

  • Bockus, Andrew T.; McEwen, Cayla M.; Lokey, R. Scott
  • Current Topics in Medicinal Chemistry, Vol. 13, Issue 7
  • DOI: 10.2174/1568026611313070005

The MCL-1 BH3 helix is an exclusive MCL-1 inhibitor and apoptosis sensitizer
journal, June 2010

  • Stewart, Michelle L.; Fire, Emiko; Keating, Amy E.
  • Nature Chemical Biology, Vol. 6, Issue 8
  • DOI: 10.1038/nchembio.391

Single Turn Peptide Alpha Helices with Exceptional Stability in Water
journal, March 2005

  • Shepherd, Nicholas E.; Hoang, Huy N.; Abbenante, Giovanni
  • Journal of the American Chemical Society, Vol. 127, Issue 9
  • DOI: 10.1021/ja0456003

Helix capping
journal, January 1998

Temperature-Dependent Helix−Coil Transition of an Alanine Based Peptide
journal, September 2001

  • Huang, Cheng-Yen; Klemke, Jason W.; Getahun, Zelleka
  • Journal of the American Chemical Society, Vol. 123, Issue 38
  • DOI: 10.1021/ja0158814

Calorimetric determination of the enthalpy change for the alpha-helix to coil transition of an alanine peptide in water.
journal, April 1991

  • Scholtz, J. M.; Marqusee, S.; Baldwin, R. L.
  • Proceedings of the National Academy of Sciences, Vol. 88, Issue 7
  • DOI: 10.1073/pnas.88.7.2854

The Design of Efficient α-Helical C-Capping Auxiliaries
journal, April 1998

  • Schneider, Joel P.; DeGrado, William F.
  • Journal of the American Chemical Society, Vol. 120, Issue 12
  • DOI: 10.1021/ja9726771

The Xplor-NIH NMR molecular structure determination package
journal, January 2003

The Hydrogen Bond Mimic Approach:  Solid-Phase Synthesis of a Peptide Stabilized as an α-Helix with a Hydrazone Link
journal, April 1999

  • Cabezas, Edelmira; Satterthwait, Arnold C.
  • Journal of the American Chemical Society, Vol. 121, Issue 16
  • DOI: 10.1021/ja983212t

Strukturbasierte Entwicklung von Protein-Protein-Interaktionsinhibitoren: Stabilisierung und Nachahmung von Peptidliganden
journal, June 2015

  • Pelay-Gimeno, Marta; Glas, Adrian; Koch, Oliver
  • Angewandte Chemie, Vol. 127, Issue 31
  • DOI: 10.1002/ange.201412070

Phage Selection of Chemically Stabilized α-Helical Peptide Ligands
journal, March 2016

Structural basis for gating mechanisms of a eukaryotic P-glycoprotein homolog
journal, March 2014

  • Kodan, A.; Yamaguchi, T.; Nakatsu, T.
  • Proceedings of the National Academy of Sciences, Vol. 111, Issue 11
  • DOI: 10.1073/pnas.1321562111

Proline in α-helix: Stability and conformation studied by dynamics simulation
journal, March 1991

  • Yun, R. H.; Anderson, Amil; Hermans, Jan
  • Proteins: Structure, Function, and Genetics, Vol. 10, Issue 3
  • DOI: 10.1002/prot.340100306

Using Xplor–NIH for NMR molecular structure determination
journal, March 2006

  • Schwieters, C.; Kuszewski, J.; Mariusclore, G.
  • Progress in Nuclear Magnetic Resonance Spectroscopy, Vol. 48, Issue 1
  • DOI: 10.1016/j.pnmrs.2005.10.001

α-Peptide-Oligourea Chimeras: Stabilization of Short α-Helices by Non-Peptide Helical Foldamers
journal, July 2015

  • Fremaux, Juliette; Mauran, Laura; Pulka-Ziach, Karolina
  • Angewandte Chemie, Vol. 127, Issue 34
  • DOI: 10.1002/ange.201500901

Design and Structure of Stapled Peptides Binding to Estrogen Receptors
journal, June 2011

  • Phillips, Chris; Roberts, Lee R.; Schade, Markus
  • Journal of the American Chemical Society, Vol. 133, Issue 25
  • DOI: 10.1021/ja202946k

Amino acid preferences for specific locations at the ends of alpha helices
journal, June 1988

The Engineering of an Orally Active Conotoxin for the Treatment of Neuropathic Pain
journal, June 2010

  • Clark, Richard J.; Jensen, Jonas; Nevin, Simon T.
  • Angewandte Chemie International Edition, Vol. 49, Issue 37
  • DOI: 10.1002/anie.201000620

Rapid and Quantitative Cyclization of Multiple Peptide Loops onto Synthetic Scaffolds for Structural Mimicry of Protein Surfaces
journal, April 2005

A Short Double-Stapled Peptide Inhibits Respiratory Syncytial Virus Entry and Spreading
journal, January 2017

  • Gaillard, Vanessa; Galloux, Marie; Garcin, Dominique
  • Antimicrobial Agents and Chemotherapy, Vol. 61, Issue 4
  • DOI: 10.1128/AAC.02241-16

An All-Hydrocarbon Cross-Linking System for Enhancing the Helicity and Metabolic Stability of Peptides
journal, June 2000

  • Schafmeister, Christian E.; Po, Julia; Verdine, Gregory L.
  • Journal of the American Chemical Society, Vol. 122, Issue 24
  • DOI: 10.1021/ja000563a

Modulation of Structure and Antibacterial and Hemolytic Activity by Ring Size in Cyclic Gramicidin S Analogs
journal, October 1996

  • Kondejewski, Leslie H.; Farmer, Susan W.; Wishart, David S.
  • Journal of Biological Chemistry, Vol. 271, Issue 41
  • DOI: 10.1074/jbc.271.41.25261

Helix-coil theories: a comparative study for finite length polypeptides
journal, May 1992

  • Qian, Hong; Schellman, John A.
  • The Journal of Physical Chemistry, Vol. 96, Issue 10
  • DOI: 10.1021/j100189a015

Structure-Based Design of Inhibitors of Protein-Protein Interactions: Mimicking Peptide Binding Epitopes
journal, June 2015

  • Pelay-Gimeno, Marta; Glas, Adrian; Koch, Oliver
  • Angewandte Chemie International Edition, Vol. 54, Issue 31
  • DOI: 10.1002/anie.201412070

Helix Nucleation by the Smallest Known α-Helix in Water
journal, May 2016

  • Hoang, Huy N.; Driver, Russell W.; Beyer, Renée L.
  • Angewandte Chemie, Vol. 128, Issue 29
  • DOI: 10.1002/ange.201602079

Stabilization of Folded Peptide and Protein Structures via Distance Matching with a Long, Rigid Cross-Linker
journal, November 2007

  • Zhang, Fuzhong; Sadovski, Oleg; Xin, Steven J.
  • Journal of the American Chemical Society, Vol. 129, Issue 46
  • DOI: 10.1021/ja075829t

A proline-derived transannular N-cap for nucleation of short α-helical peptides
journal, January 2016

  • Tian, Yuan; Wang, Dongyuan; Li, Jingxu
  • Chemical Communications, Vol. 52, Issue 59
  • DOI: 10.1039/C6CC04672J

Helix Nucleation via Hydrocarbon Cross-link Mimicking N -capping Box : N-capping Box Mimetics for Helix Stabilization
journal, March 2016

  • Nguyen, Luong Thuy; Luong, Huy Xuan; Kim, Young-Woo
  • Bulletin of the Korean Chemical Society, Vol. 37, Issue 4
  • DOI: 10.1002/bkcs.10727

A thermodynamic scale for the helix-forming tendencies of the commonly occurring amino acids
journal, November 1990

A Perfluoroaryl-Cysteine S N Ar Chemistry Approach to Unprotected Peptide Stapling
journal, April 2013

  • Spokoyny, Alexander M.; Zou, Yekui; Ling, Jingjing J.
  • Journal of the American Chemical Society, Vol. 135, Issue 16
  • DOI: 10.1021/ja400119t

General approach to the synthesis of short .alpha.-helical peptides
journal, November 1991

  • Jackson, David Y.; King, David S.; Chmielewski, Jean
  • Journal of the American Chemical Society, Vol. 113, Issue 24
  • DOI: 10.1021/ja00024a067

TALOS+: a hybrid method for predicting protein backbone torsion angles from NMR chemical shifts
journal, June 2009

  • Shen, Yang; Delaglio, Frank; Cornilescu, Gabriel
  • Journal of Biomolecular NMR, Vol. 44, Issue 4
  • DOI: 10.1007/s10858-009-9333-z

Stereochemistry of Protected Ornithine Side Chains of Gramicidin S Derivatives:  X-ray Crystal Structure of the Bis-Boc-tetra- N -methyl Derivative of Gramicidin S
journal, October 2002

  • Yamada, Keiichi; Unno, Masafumi; Kobayashi, Kyoko
  • Journal of the American Chemical Society, Vol. 124, Issue 43
  • DOI: 10.1021/ja020307t

Optimal N-Caps for N-Terminal Helical Templates:  Effects of Changes in H-Bonding Efficiency and Charge
journal, October 2001

  • Maison, Wolfgang; Arce, Eva; Renold, Peter
  • Journal of the American Chemical Society, Vol. 123, Issue 42
  • DOI: 10.1021/ja010812a

Downsizing human, bacterial, and viral proteins to short water-stable alpha helices that maintain biological potency
journal, June 2010

  • Harrison, R. S.; Shepherd, N. E.; Hoang, H. N.
  • Proceedings of the National Academy of Sciences, Vol. 107, Issue 26
  • DOI: 10.1073/pnas.1002498107

Helix Nucleation by the Smallest Known α-Helix in Water
journal, May 2016

  • Hoang, Huy N.; Driver, Russell W.; Beyer, Renée L.
  • Angewandte Chemie International Edition, Vol. 55, Issue 29
  • DOI: 10.1002/anie.201602079

Highly Specific DNA Recognition by a Designed Miniature Protein
journal, July 1999

  • Zondlo, Neal J.; Schepartz, Alanna
  • Journal of the American Chemical Society, Vol. 121, Issue 29
  • DOI: 10.1021/ja990968z

α-Peptide-Oligourea Chimeras: Stabilization of Short α-Helices by Non-Peptide Helical Foldamers
journal, July 2015

  • Fremaux, Juliette; Mauran, Laura; Pulka-Ziach, Karolina
  • Angewandte Chemie International Edition, Vol. 54, Issue 34
  • DOI: 10.1002/anie.201500901

Alpha Helix Nucleation by a Simple Cyclic Tetrapeptide
journal, January 2017

  • Hoang, Huy N.; Wu, Chongyang; Beyer, Renee L.
  • Australian Journal of Chemistry, Vol. 70, Issue 2
  • DOI: 10.1071/CH16591

Seamless Proteins Tie Up Their Loose Ends
journal, March 2006

Synthesis, biological activity and conformational analysis of cyclic GRF analogs
journal, December 1988

    Sort by:
    [ × clear filter / sort ]

    Similar Records in DOE PAGES and OSTI.GOV collections: