- Design and concise synthesis of fully protected analogues of L-γ-carboxyglutamic acid
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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
- Jiang, Sheng,Li, Peng,Lai, Christopher C.,Kelley, James A.,Roller, Peter P.
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p. 7307 - 7314
(2007/10/03)
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- The synthesis and properties of Gla- and Phe-containing analogues of cyclic RGD pentapeptides
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Cyclopentapeptides containing the Arg-Gly-Asp motif have been synthesised using solid-phase assembly of side-chain-protected linear precursors, followed by solution-phase cyclisation. The replacement of the Asp residue by γ-carboxyglutamic acid (Gla) is a novel feature which gives rise to an analogue which inhibits cell adhesion, yet its congeners do not show activity in binding assays with recombinant integrin receptors. NMR techniques support a β/γ-turn conformation in most of the analogues. The Royal Society of Chemistry 2000.
- Davies, John S.,Enjalbal, Christine,Nguyen, Corrine,Al-Jamri, Loai,Naumer, Christian
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p. 2907 - 2915
(2007/10/03)
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- Enzymatic resolution of Z-γ,γ1-di-tert-butyl-D,L-carboxyglutamic acid methyl ester
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A rapid and simple method for the resolution of Z-γ,γ1-di-tert-butyl-D,L-carboxyglutamic acid methyl ester is described. The new procedure is based on the enzymatic enantioselective saponification of the methyl ester by the endoprotease papain.
- Clapes, Pere,Valverde, Isabel,Jaime, Carles,Torres, Josep Lluis
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p. 417 - 418
(2007/10/02)
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