167319-89-3Relevant articles and documents
Synthesis of fully protected (2R,3R,4S)-4-amino-7-guanidino-2,3-dihydroxy heptanoic acid
Yoshino, Ryo,Tokairin, Yoshinori,Konno, Hiroyuki
supporting information, p. 1604 - 1606 (2017/04/03)
(2R,3R,4S)-4-Amino-7-guanidino-2,3-dihydroxyheptanoic acid (AGDHE), a common constituent of biologically active marine peptides, callipeltin A (1) and neamphamide A, was synthesized as its orthogonally protected derivative from L-glutamic acid in 15 steps. Guanidination by the Mitsunobu condition and osmium-catalyzed dihydroxylation of the corresponding Z-olefin were employed as the key steps.
Promoting peptide α-helix formation with dynamic covalent oxime side-chain cross-links
Haney, Conor M.,Loch, Matthew T.,Horne, W. Seth
supporting information; experimental part, p. 10915 - 10917 (2011/11/06)
Covalent side-chain cross-linking has been shown to be a viable strategy to control peptide folding. We report here that an oxime side-chain linkage can elicit α-helical folds from peptides in aqueous solution. The bio-orthogonal bridge is formed rapidly
Design and concise synthesis of fully protected analogues of L-γ-carboxyglutamic acid
Jiang, Sheng,Li, Peng,Lai, Christopher C.,Kelley, James A.,Roller, Peter P.
, p. 7307 - 7314 (2007/10/03)
The design and synthesis of four nonnaturally occurring amino acid analogues of L-γ-carboxyglutamic acid (Gla), appropriately protected for Fmoc-based solid-phase peptide synthesis (SPPS), is described. These amino acids are Bu-Mal 2, BCAH 3, Pen-Mal 4, a