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Synthesis of hybrid hydrazino peptides: protected vs unprotected chiral α-hydrazino acids

Suć, Josipa; Jerić, Ivanka (2015) Synthesis of hybrid hydrazino peptides: protected vs unprotected chiral α-hydrazino acids. SpringerPlus, 4 . 507/1-507/12. ISSN 2193-1801

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Abstract

Peptidomimetics based on hydrazino derivatives of α-amino acids represent an important class of peptidic fol- damers with promising biological activities, like protease inhibition and antimicrobial activity. However, the lack of straightforward method for the synthesis of optically pure hydrazino acids and efficient incorporation of hydrazino building blocks into peptide sequence hamper wider exploitation of hydrazino peptidomimetics. Here we described the utility of Nα-benzyl protected and unprotected hydrazino derivatives of natural α- amino acids in synthesis of peptidomimetics. While incorporation of Nα-benzyl-hydrazino acids into peptide chain and deprotection of benzyl moiety proceeded with difficulties, unprotected hydrazino acids allowed fast and simple construction of hybrid peptidomimetics.

Item Type: Article
Uncontrolled Keywords: acylation; amino acids; peptidomimetics; synthetic methods
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Depositing User: Ivanka Jerić
Date Deposited: 20 Apr 2016 10:52
Last Modified: 20 Apr 2016 10:52
URI: http://fulir.irb.hr/id/eprint/2737
DOI: 10.1186/s40064-015-1288-9

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