Replacement of Phe6, Phe7, and Phe11 of d-Trp8-Somatostatin-14 with l-Pyrazinylalanine. Predicted and Observed Effects on Binding Affinities at hSST2 and hSST4. An Unexpected Effect of the Chirality of Trp8 on NMR Spectra in Methanol-Reference-Cited by-同舟云学术

Replacement of Phe6, Phe7, and Phe11 of d-Trp8-Somatostatin-14 with l-Pyrazinylalanine. Predicted and Observed Effects on Binding Affinities at hSST2 and hSST4. An Unexpected Effect of the Chirality of Trp8 on NMR Spectra in Methanol

Published:2005-05-21 Issue:12 Volume:48 Page:4025-4030
ISSN:0022-2623
Container-title:Journal of Medicinal Chemistry
language:en
Short-container-title:J. Med. Chem.

Author:

Neelamkavil Santhosh¹,Arison Byron¹,Birzin Elizabeth¹,Feng Jin-Jye¹,Chen Kuo-Hsin¹,Lin Atsui¹,Cheng Fong-Chi¹,Taylor Laurie¹,Thornton Edward R¹,Smith Amos B.¹,Hirschmann Ralph¹

Affiliation:

1. Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, Merck Research Laboratories, Rahway, New Jersey 07065, MDS Pharma Services-Taiwan Ltd., Pharmacology Laboratories, 158 Li-Teh Road, Peitou, Taipei, Taiwan 112, and MDS Pharma Services, 22011 30th Drive SE Bothell, Washington 98021

Publisher

American Chemical Society (ACS)

Subject

Drug Discovery,Molecular Medicine

Link

https://pubs.acs.org/doi/pdf/10.1021/jm058184l

Reference29 articles.

1. Contribution of Aromatic Interactions to α-Helix Stability

2. Selective Aromatic Interactions in β-Hairpin Peptides

3. Aromatic-Aromatic Interaction: A Mechanism of Protein Structure Stabilization

4. Search for a realistic view of hydrophobic effects

Cited by 16 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Interactions of Substituted Nitroaromatics with Model Graphene Systems: Applicability of Hammett Substituent Constants To Predict Binding Energies;ACS Omega;2018-03-08

2. Peptide aromatic interactions modulated by fluorinated residues: Synthesis, structure and biological activity of Somatostatin analogs containing 3-(3′,5′difluorophenyl)-alanine;Scientific Reports;2016-06-07

3. Current Understanding of π-π Interactions and the Applications in Protein Design;Non-covalent Interactions in the Synthesis and Design of New Compounds;2016-05-06

4. The TLQP-21 Peptide Activates the G-Protein-Coupled Receptor C3aR1 via a Folding-upon-Binding Mechanism;Structure;2014-12

5. Insights into Structure-Activity Relationships of Somatostatin Analogs Containing Mesitylalanine;Molecules;2013-11-25