EurekaMag.com logo
+ Site Statistics
References:
53,517,315
Abstracts:
29,339,501
+ Search Articles
+ Subscribe to Site Feeds
EurekaMag Most Shared ContentMost Shared
EurekaMag PDF Full Text ContentPDF Full Text
+ PDF Full Text
Request PDF Full TextRequest PDF Full Text
+ Follow Us
Follow on FacebookFollow on Facebook
Follow on TwitterFollow on Twitter
Follow on Google+Follow on Google+
Follow on LinkedInFollow on LinkedIn

+ Translate

Syntheses of l kynurenine peptides conducted without masking the side chain amino group



Syntheses of l kynurenine peptides conducted without masking the side chain amino group



Australian Journal of Chemistry 33(3): 633-640



Various free L-kynurenine peptides, including an analog of the opiate agonist leucine-enkephalin, were synthesized using the N.alpha.-t-butyloxycarbonyl derivative of L-kynurenine as a key precursor. By selecting appropriate mild conventional coupling procedures it was possible to carry out the synthetic operations without having to mask the side-chain amino group in any way, but intramolecular acylation with formation of a 7-membered lactam could be demonstrated under more vigorous conditions.

(PDF 0-2 workdays service: $29.90)

Accession: 006559778

Download citation: RISBibTeXText



Related references

Synthesis of a new β-amino acid with a 3-deoxy-L-ara furnaoside side chain: the influence of the side chain on the conformation of α/β-peptides. Organic & Biomolecular Chemistry 14(2): 503-515, 2016

Synthesis of l 2 amino 4 hexynoic acid and derivatives a potentially useful amino acid for the preparation of tritium labeled norleucine containing peptides and side chain modified peptides. International Journal of Peptide & Protein Research 27(4): 360-365, 1986

Backbone and side-chain conformations of amino acids and amino acid residues in peptides. Biopolymers 9(10): 1249-1256, 1970

Studies on the conformation of amino acids part 7 backbone and side chain conformations of amino terminal residues in peptides. Biochimica et Biophysica Acta 221(2): 153-158, 1970

Mimicry of peptide backbone and side-chain functions Syntheses of 5- and 7-hydroxymethyl indolizidinone amino acids and indolizidinone amino dicarboxylate, constrained Ser-Pro and Glu-Pro surrogates. Fields, Gregg B , Tam, James P , Barany, George Peptides for the new millennium 150-152, 2000

Side reactions in peptide synthesis Dehydration of C-terminal aspartylamide peptides during side chain to side chain cyclization. Tetrahedron Letters 34(13): 2199-2200, 1993

Novel syntheses of monofunctionalized triaza crowns and cyclams with a secondary amine group on side chain. Tetrahedron Letters 30(22): 2897-2900, 1989

Side-chain-to-tail cyclization of ribosomally derived peptides promoted by aryl and alkyl amino-functionalized unnatural amino acids. Organic & Biomolecular Chemistry 14(24): 5803-5812, 2016

Studies on pyrone derivatives. VII. On the syntheses of dehydroacetic acid analogue having aroyl group in its side chain. Chemical & Pharmaceutical Bulletin 10: 1070-1075, 1962

Water soluble lysine containing poly peptides part 4 the synthesis characterization and circular dichroism spectra of sequential poly peptides formed from di peptides of lysine and amino acids of increasing side chain size/. Canadian Journal of Chemistry 55(24): 4257-4266, 1977

Pegylated peptides II: Solid-phase synthesis of amino-, carboxy- and side-chain pegylated peptides. International Journal of Peptide and Protein Research 43(2): 127-138, 1994

The effect of amino acids on thylakoid membranes during freezing as influenced by side chain and position on the amino group. Biochimica et Biophysica Acta 274(1): 75-82, 1972

Two novel amino acid derivatives containing side-chain thioamides for the synthesis of photoactivatable peptides. Bioorganic & Medicinal Chemistry Letters 7(6): 715-718, 1997

Influence of an unnatural amino acid side chain on the conformational dynamics of peptides. Chemphyschem 13(6): 1522-1534, 2012