Beta-sugar aminoxy peptides as rigid secondary structural scaffolds

Srivari Chandrasekhar; Chennamaneni Lohitha Rao; Marepally Srinivasa Reddy; Ganti Dattatreya Sharma; Marelli Udaya Kiran; Police Naresh; Gunturu Krishna Chaitanya; Kotamarthi Bhanuprakash; Bharatam Jagadeesh

doi:10.1021/jo801810z

Beta-sugar aminoxy peptides as rigid secondary structural scaffolds

J Org Chem. 2008 Dec 5;73(23):9443-6. doi: 10.1021/jo801810z.

Authors

Srivari Chandrasekhar¹, Chennamaneni Lohitha Rao, Marepally Srinivasa Reddy, Ganti Dattatreya Sharma, Marelli Udaya Kiran, Police Naresh, Gunturu Krishna Chaitanya, Kotamarthi Bhanuprakash, Bharatam Jagadeesh

Affiliation

¹ Organic Division-I, Indian Institute of Chemical Technology, Hyderabad, India 500 007. [email protected]

PMID: 18989928
DOI: 10.1021/jo801810z

Abstract

Short homo-oligomers of a new building block, cis-beta(2,3)-furanoid sugar aminoxy acid, are designed, characterized, and found to exhibit rigid ribbon-like secondary structures composed of 5/7 bifurcated intramolecular hydrogen bonds.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amides / chemistry
Amino Acids / chemistry
Carbohydrates / chemistry*
Chemistry, Organic / methods*
Dimerization
Hydrogen Bonding
Magnetic Resonance Spectroscopy
Molecular Conformation
Peptides / chemistry*
Spectroscopy, Fourier Transform Infrared

Substances

Amides
Amino Acids
Carbohydrates
Peptides