Solid Phase and Solution Phase Synthesis of Gamma Amino Acid Homo-Oligomers and Mixed Oligomers

Reddy, K. Maheswara; Mallikarjunasarma, Dokka; Bulliraju, Kamana; Vanjivaka, Sreelatha; Kumari, Y. Bharathi; Dandala, Ramesh; Ananda, K.

doi:10.1007/s10989-011-9248-x

Int J Pept Res Ther

2011

DOI: 10.1007/s10989-011-9248-x

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Solid Phase and Solution Phase Synthesis of Gamma Amino Acid Homo-Oligomers and Mixed Oligomers

K. Maheswara Reddy¹,

Dokka Mallikarjunasarma²,

Kamana Bulliraju³

et al.

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Cited by 2 publications

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Controlling γ‐Peptide Helicity with Stereoselective Fluorination

Lawer

Hunter

2021

Eur J Org Chem

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Peptides that are composed of backbone‐extended amino acids can adopt conformations resembling natural α‐peptidic motifs, making them promising scaffolds for biological and medicinal chemistry. In order to unlock the full potential of this class of molecules, the ability to control their secondary structures is essential. Here we show that stereoselective fluorination can be harnessed as a tool for influencing the helical character of a γ‐hexapeptide. Fluorination is shown to either stabilize or disrupt the 9‐helical conformation depending on the C−F stereochemistry, and fluorination also sets the handedness of the helix. These results provide fundamental knowledge that could expedite the future development of backbone‐extended peptides for medicinal applications.

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Controlling γ‐Peptide Helicity with Stereoselective Fluorination

Lawer

Hunter

2021

Eur J Org Chem

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show abstract

Gabapentin hybrid peptides and bioconjugates

Lebedyeva

Ostrov

Neubert

et al. 2014

Bioorganic & Medicinal Chemistry

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Solid Phase and Solution Phase Synthesis of Gamma Amino Acid Homo-Oligomers and Mixed Oligomers

Cited by 2 publications

References 18 publications

Controlling γ‐Peptide Helicity with Stereoselective Fluorination

Controlling γ‐Peptide Helicity with Stereoselective Fluorination

Gabapentin hybrid peptides and bioconjugates

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