Synthesis of xylose-binding cyclic octalipopeptides burkholdine-1213 analogues
The synthesis of xylose-bearing cyclic octalipopeptides burkholdine-1213 analogues is described. Sugar-containing lipopeptides are generally highly amphiphilic and often exhibit potent antifungal activities, but a synthesis of a xylose-bearing burkholdine analogue has never been reported. We prepared burkholdine-1213 analogues by solution-phase macrolactamization of xylose-bearing linear peptides obtained by incorporating the bespoke Fmoc-Ser(β-O-xyloseAc3)-OH building block into a Fmoc-solid phase peptide synthesis protocol. All analogues synthesized exhibited similar properties and moderate antifungal activities.
ASYMMETRIC SYNTHESIS OF α-AMINO ACIDS: COMPARISON OF ENOLATE VS. CATION FUNCTIONALIZATION OF N-BOC-5,6-DIPHENYL-2,3,5,6-TETRAHYDRO-4H-1,4-OXAZIN-2-ONES
Enolate generation and subsequent alkylation of the chiral glycinates 1 and 2 occurs with a high degree of diastereoselectivity.Reduction of the homologation products (3 and 4) furnishes with high enantiomeric excess, the N-t-BOC, and free α-amino acid derivates 5 and 6, respectively.
Williams, Robert M.,Im, Myeong-Nyeo
p. 6075 - 6078
(2007/10/02)
A Simple and Convenient Synthesis of β-Aspartates and γ-Glutamates
A simple and convenient, high yield synthesis of ω-esters of aspartic as well as glutamic acid has been developed, using tetrafluoroboric acid as catalyst. (13)C-NMR data of the products are given.
Albert, Rainer,Danklmaier, Johann,Hoenig, Helmut,Kandolf, Harald
p. 635 - 637
(2007/10/02)
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