β-Sugar Aminoxy Peptides As Rigid Secondary Structural Scaffolds

被引：28

作者：

Chandrasekhar, Srivari ^{[1
]}

Rao, Chennamaneni Lohitha

Reddy, Marepally Srinivasa

Sharma, Ganti Dattatreya ^{[1
]}

Kiran, Marelli Udaya ^{[1
]}

Naresh, Police ^{[1
]}

Chaitanya, Guturu Krishna ^{[2
]}

Bhanuprakash, Kotamarthi ^{[2
]}

Jagadeesh, Bharatam ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Ctr Nucl Magnet Resonance, Hyderabad 500007, Andhra Pradesh, India

[2] Indian Inst Chem Technol, Inorgan Chem Div, Hyderabad 500007, Andhra Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 23期

关键词：

D O I：

10.1021/jo801810z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：9443 / 9446

页数：4

共 45 条

[1] Residue-based control of helix shape in beta-peptide oligomers [J].

Appella, DH ;

Christianson, LA ;

Klein, DA ;

Powell, DR ;

Huang, XL ;

Barchi, JJ ;

Gellman, SH .

NATURE, 1997, 387 (6631) :381-384

[2] Helix formation and folding in γ-peptides and their vinylogues [J].

Baldauf, C ;

Günther, R ;

Hofmann, HJ .

HELVETICA CHIMICA ACTA, 2003, 86 (07) :2573-2588

[3] Solution conformations of helix-forming β-amino acid homooligomers [J].

Barchi, JJ ;

Huang, XL ;

Appella, DH ;

Christianson, LA ;

Durell, SR ;

Gellman, SH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (12) :2711-2718

[4] ON HYDROGEN BONDS IN CRYSTALLINE HYDRATES [J].

BAUR, WH .

ACTA CRYSTALLOGRAPHICA, 1965, 19 :909-&

[5] Sugar amino acids and related molecules: Some recent developments [J].

Chakraborty, TK ;

Srinivasu, P ;

Tapadar, S ;

Mohan, BK .

JOURNAL OF CHEMICAL SCIENCES, 2004, 116 (04) :187-207

[6] Folded conformation in peptides containing furanoid sugar amino acids [J].

Chakraborty, TK ;

Jayaprakash, S ;

Diwan, PV ;

Nagaraj, R ;

Jampani, SRB ;

Kunwar, AC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (49) :12962-12963

[7] Oligomers of cis-β-norbornene amino acid:: Formation of β-strand mimetics [J].

Chandrasekhar, S ;

Babu, BN ;

Prabhakar, A ;

Sudhakar, A ;

Reddy, MS ;

Kiran, MU ;

Jagadeesh, B .

CHEMICAL COMMUNICATIONS, 2006, (14) :1548-1550

[8] Expanding the conformational pool of cis-β-sugar amino acid:: Accommodation of β-hGly motif in robust 14-helix [J].

Chandrasekhar, S ;

Reddy, MS ;

Babu, BN ;

Jagadeesh, B ;

Prabhakar, A ;

Jagannadh, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (27) :9664-9665

[9] Formation of a stable 14-helix in short oligomers of furanoid cis-β-sugar-amino acid' [J].

Chandrasekhar, S ;

Reddy, MS ;

Jagadeesh, B ;

Prabhakar, A ;

Rao, MHVR ;

Jagannadh, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (42) :13586-13587

[10] γ4-aminoxy peptides as new peptidomimetic foldamers [J].

Chen, F ;

Zhu, NY ;

Yang, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (49) :15980-15981

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