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Molecules 2006, 11(7), 564-573; doi:10.3390/11070564
Article

Novel Furanoid α-Substitued α-Amino Acid as a Potent Turn Mimic in Peptide Synthesis

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Received: 23 June 2006; in revised form: 20 July 2006 / Accepted: 21 July 2006 / Published: 26 July 2006
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Abstract: A stereoselective approach has been developed to the new sugar amino acid and potential potent turn mimic 5-O-(tert-butyldimethylsilyl)-3-deoxy-1,2-O- isopropylidene-3-methoxycarbonylamino-α-D-xylofuranose 3-C-carboxylic acid (12), via the [3,3]-sigmatropic rearrangement of allylic thiocyanates (Z)-6 and (E)-7, prepared from D-xylose. The synthesis of a new dipeptide 13 is also described.
Keywords: Sugar amino acids; stereoselectivity; sigmatropic rearrangement; carbohydrate-based mimetics; peptidomimetic; β-turn mimic Sugar amino acids; stereoselectivity; sigmatropic rearrangement; carbohydrate-based mimetics; peptidomimetic; β-turn mimic
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Martinková, M.; Gonda, J.; Raschmanová, J. Novel Furanoid α-Substitued α-Amino Acid as a Potent Turn Mimic in Peptide Synthesis. Molecules 2006, 11, 564-573.

AMA Style

Martinková M, Gonda J, Raschmanová J. Novel Furanoid α-Substitued α-Amino Acid as a Potent Turn Mimic in Peptide Synthesis. Molecules. 2006; 11(7):564-573.

Chicago/Turabian Style

Martinková, Miroslava; Gonda, Jozef; Raschmanová, Jana. 2006. "Novel Furanoid α-Substitued α-Amino Acid as a Potent Turn Mimic in Peptide Synthesis." Molecules 11, no. 7: 564-573.


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