- β,γ-Diamino acid: An original building block for hybrid α/γ-peptide synthesis with extra hydrogen bond donating group
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Using a β,γ-diamino acid, several small hybrid α/γ peptides have been synthesized and their conformations investigated through extensive NMR studies and molecular dynamics. A tripeptide and a tetrapeptide have thus shown several hydrogen bonds in solution, including a 13-membered ring involving the β-nitrogen.
- Stanovych, Andrii,Guillot, Rgis,Kouklovsky, Cyrille,Miclet, Emeric,Alezra, Valrie
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- Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids
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Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields.
- Zheng, Yongpeng,Xu, Jiaxi
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p. 5197 - 5206
(2014/12/10)
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- Double axial chirality promoted asymmetric [2,3] Stevens rearrangement of N-cinnamyl l-alanine amide-derived ammonium ylides
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The base-induced asymmetric [2,3] Stevens rearrangement of N-cinnamyl tetraalkylammonium ylides derived from l-alanine amides proceeds via a double axially chiral intermediate to afford the corresponding α-substituted alanine derivatives with high enantio- and diastereoselectivities. the Partner Organisations 2014.
- Tayama, Eiji,Naganuma, Noriko,Iwamoto, Hajime,Hasegawa, Eietsu
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supporting information
p. 6860 - 6862
(2014/06/23)
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- Synthesis of Nα-Z protected amino alkyl triazole acids and their application to neo-glycopeptides synthesis
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The synthesis of triazole linked glycopeptides employing 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) mediated coupling of Z-protected triazole acids with glycosyl amines and amino acid esters is described. The coupling proceeded smoothly at room temperat
- Madhu, Chilakapati,Panguluri, Nageswara Rao,Sureshbabu, Vommina V.
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p. 858 - 864
(2014/08/05)
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- Facile synthesis of optically active imidazole derivatives
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Five optically active imidazole derivatives have been synthesized via a facile 4-step reaction sequence starting from commercially available and inexpensive N-Cbz amino acids. While microwave assisted condensation was unsuccessful, the condensation of the
- Marek, Ales,Kulhanek, Jiri,Ludwig, Miroslav,Bures, Filip
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p. 1183 - 1190
(2008/02/07)
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- Succinimidyl carbamate derivatives from N-protected α-amino acids and dipeptides-synthesis of ureidopeptides and oligourea/peptide hybrids
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The preparation of succinimidyl (1-{[(alkyloxy)carbonyl]-amino}-1-X-methyl) carbamates (4) and succinimidyl [1-(acyl-amino)-1-X-methyl] carbamates (5) from a variety of N-Boc-, -Z- or -Fmoc-protected α-amino acids and dipeptides as well as the carbamate s
- Fischer, Lucile,Semetey, Vincent,Lozano, Jose-Manuel,Schaffner, Arnaud-Pierre,Briand, Jean-Paul,Didierjean, Claude,Guichard, Gilles
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p. 2511 - 2525
(2008/03/13)
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- Fast and convenient synthesis of α-N-protected amino acid hydrazides
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A fast, simple and convenient synthesis of α-N-protected amino acid hydrazides is reported. The procedure involves the reaction between hydrazine monohydrate and the mixed anhydride obtained from an α-N-protected amino acid and ethyl chloroformate. When m
- Verardo, Giancarlo,Geatti, Paola,Lesa, Barbara
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p. 559 - 564
(2007/10/03)
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- Syntheses of peptidoglycolipid analogs with distinct immunomodulating activities
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Amphiphilic 2-amino-2-deoxy-β-D-glucopyranosylamides were synthesized from N-protected glucosamine derivatives via N-glycosidation with fatty amines, subsequent N-acylation with fatty acid derivatives and deprotection. They could further be modified with
- Lockhoff, Oswald,Hayauchi, Yutaka
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p. 603 - 619
(2007/10/03)
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- Chiral Ligands Containing Heteroatoms. 11. Optically Active 2-Hydroxymethyl Piperazines as Catalyst in the Enantioselective Addition of Diethylzinc to Benzaldehyde
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Starting from enantiomerically pure serine, a series of (2R,5S) and (2S,5S)-2-hydroxymethyl-5-alkyl piperazines 1-5 were prepared in good yields without any racemization.The use of these compounds as chiral catalysts for the enantioselective addition of d
- Falorni, Massimo,Satta, Michele,Conti, Sandra,Giacomelli, Giampaolo
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p. 2389 - 2398
(2007/10/02)
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- Antibacterial Activity of Phosphono Dipeptides Related to Alafosfalin
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A series of dipeptides containing N-terminal alanine or leucine and a wide range of P-terminal racemic 1-aminoalkanephosphonates were prepared and tested in vitro for their ability to inhibit the growth of various bacterial species. The results demonstrat
- Lejczak, Barbara,Kafarski, Pawel,Sztajer, Helena,Mastalerz, Przemyslaw
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p. 2212 - 2217
(2007/10/02)
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