383-72-2Relevant articles and documents
Single Electron Transfer-Induced Selective α-Oxygenation of Glycine Derivatives
Venugopal, Navyasree,Moser, Johannes,Vojtí?ková, Margaréta,Císa?ová, Ivana,K?nig, Burkhard,Jahn, Ullrich
supporting information, p. 405 - 412 (2021/11/03)
Modification of amino acids is an important strategy in organic and bioorganic chemistry. In contrast to common side-chain functionalization, backbone modification is much less explored. Especially glycine units seem to be attractive and versatile since a wide range of functionality can be potentially introduced. We report here oxidative modification of glycinates that are stable and enable further functionalization. Selective glycinate enolate oxidation by TEMPO or a FeCp2PF6/TEMPO reagent combination provides stable alkoxyamines in good to excellent yields. The methodology is expanded to glycine-containing dipeptides demonstrating selective oxygenation at the glycine unit. The orthogonal reactivity potential of oxygenated glycines for transformation to other amino acid derivatives is explored.
Lipodiscamides A-C, new cytotoxic lipopeptides from discodermia kiiensis
Tan, Karen Co,Wakimoto, Toshiyuki,Abe, Ikuro
supporting information, p. 3256 - 3259 (2014/07/08)
Lipodiscamides A-C, three new lipodepsipeptides, were characterized from the marine sponge Discodermia kiiensis. These structurally rare cyclic lipodepsipeptides were found to possess an unprecedented dilactone macrocycle and, thus, represent a new family of lipopeptides. They are the only lipopeptides bearing 4S-hydroxy-trans-2-enoate, and noncanonical amino acids, l-3-ureidoalanine (Uda), E-dehydronorvaline (Denor), and d-citrulline (Cit). MTT assays against P388 and HeLa cells revealed the moderate cytotoxicity of all three compounds.
N-Trifluoroacetyl amino acids. XIX. Gas chromatographic separation of N-TFA-dipeptide methyl esters.
WEYGAND,KOLB,PROX,TILAK,TOMIDA
, p. 38 - 51 (2007/10/12)
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