Expedient synthesis of N- Z-pyroglutamyl-amino acid derivatives

Alan R. Katritzky; Parul Angrish; Ekaterina Todadze; Ion Ghiviriga

doi:10.1016/j.bmcl.2007.07.052

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Expedient synthesis of N- Z-pyroglutamyl-amino acid derivatives

Journal article

Peer reviewed

Expedient synthesis of N- Z-pyroglutamyl-amino acid derivatives

Alan R. Katritzky, Parul Angrish, Ekaterina Todadze and Ion Ghiviriga

Bioorganic & medicinal chemistry letters, Vol.17(21), pp.6000-6002

01/11/2007

DOI: https://doi.org/10.1016/j.bmcl.2007.07.052

PMID: 17845849

Abstract

Acetate

Carbohydrates

Citrullination

Functional groups

Lipids

Phosphate

Protein

Protein biosynthesis

Pyroglutamic

N- Z-Pyroglutamyl pseudopeptides 3 are advantageously derived by cyclization of an N-terminal glutamic acid residue. N- Z-Pyroglutamyl pseudopeptides 3a– c are shown to be conveniently prepared from glutamyl-bis-Bt 1a by cyclization of an N-terminal glutamic acid residue. Structures are supported by 2D NMR studies and by comparison with the same products prepared by direct coupling of the C-terminus activated N-pGlu 1b and free amino acids 2a– c.

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Title: Expedient synthesis of N- Z-pyroglutamyl-amino acid derivatives
Creators - without role: Alan R. Katritzky - University of Florida
Parul Angrish - University of Florida
Ekaterina Todadze - University of Florida
Ion Ghiviriga - University of Florida
Publication Details: Bioorganic & medicinal chemistry letters, Vol.17(21), pp.6000-6002
Publisher: Elsevier Ltd
Identifiers: 9937278608331
Academic Unit: King Abdulaziz University
Language: English
Resource Type: Journal article