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Literature DB >> 17226990

Azidoproline containing helices: stabilization of the polyproline II structure by a functionalizable group.

Michael Kümin¹, Louis-Sebastian Sonntag, Helma Wennemers.

Abstract

Entities: Chemical

Mesh：

Substances：

Year: 2007 PMID： 17226990 DOI： 10.1021/ja067148o

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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20 in total

1. Stabilization of the collagen triple helix by O-methylation of hydroxyproline residues.

Authors: Frank W Kotch; Ilia A Guzei; Ronald T Raines
Journal: J Am Chem Soc Date: 2008-02-14 Impact factor: 15.419

2. Interstrand dipole-dipole interactions can stabilize the collagen triple helix.

Authors: Matthew D Shoulders; Ronald T Raines
Journal: J Biol Chem Date: 2011-04-10 Impact factor: 5.157

3. The aberrance of the 4S diastereomer of 4-hydroxyproline.

Authors: Matthew D Shoulders; Frank W Kotch; Amit Choudhary; Ilia A Guzei; Ronald T Raines
Journal: J Am Chem Soc Date: 2010-08-11 Impact factor: 15.419

4. Synthesis of 5-fluoro- and 5-hydroxymethanoprolines via lithiation of N-BOC-methanopyrrolidines. Constrained Cγ-exo and Cγ-endo Flp and Hyp conformer mimics.

Authors: Grant R Krow; Matthew D Shoulders; Ramakrishna Edupuganti; Deepa Gandla; Fang Yu; Philip E Sonnet; Matthew Sender; Amit Choudhary; Charles DeBrosse; Charles W Ross; Patrick Carroll; Ronald T Raines
Journal: J Org Chem Date: 2012-05-25 Impact factor: 4.354

10. Proline editing: a general and practical approach to the synthesis of functionally and structurally diverse peptides. Analysis of steric versus stereoelectronic effects of 4-substituted prolines on conformation within peptides.

Authors: Anil K Pandey; Devan Naduthambi; Krista M Thomas; Neal J Zondlo
Journal: J Am Chem Soc Date: 2013-03-11 Impact factor: 15.419

Azidoproline containing helices: stabilization of the polyproline II structure by a functionalizable group.

1. Stabilization of the collagen triple helix by O-methylation of hydroxyproline residues.

2. Interstrand dipole-dipole interactions can stabilize the collagen triple helix.

3. The aberrance of the 4S diastereomer of 4-hydroxyproline.

4. Synthesis of 5-fluoro- and 5-hydroxymethanoprolines via lithiation of N-BOC-methanopyrrolidines. Constrained Cγ-exo and Cγ-endo Flp and Hyp conformer mimics.

5. Intimate interactions with carbonyl groups: dipole-dipole or n→π*?

6. Stereoelectronic effects on the transition barrier of polyproline conformational interconversion.

7. Stronger and (now) longer synthetic collagen.

8. New strategies for the design of folded peptoids revealed by a survey of noncovalent interactions in model systems.

9. Protein prosthesis: 1,5-disubstituted[1,2,3]triazoles as cis-peptide bond surrogates.

10. Proline editing: a general and practical approach to the synthesis of functionally and structurally diverse peptides. Analysis of steric versus stereoelectronic effects of 4-substituted prolines on conformation within peptides.