Incorporation of the unnatural organometallic amino acid 1′-aminoferrocene-1-carboxylic acid (Fca) into oligopeptides by a combination of Fmoc and Boc solid-phase synthetic methods
Incorporation of the unnatural organometallic amino acid 1′-aminoferrocene-1-carboxylic acid (Fca) into oligopeptides by a combination of Fmoc and Boc solid-phase synthetic methods
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DOI：
10.1002/ejic.200600534
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发表时间：
2006-10-16
影响因子：
2.3
通讯作者：
Metzler-Nolte, Nils
中科院分区：
文献类型：
--
作者：
Barisic, Lidija;Rapic, Vladimir;Metzler-Nolte, Nils
将有机金属氨基酸1 ′-氨基二茂铁-1-羧酸（Fca）通过固相法结合天然Fmoc保护的氨基酸和Boc-Fca-OH，内部掺入肽序列中，得到五肽Boc-Fca-Ala-Gly-Val-Leu-NH 2（2）和八肽Ac-Val-Gly-Ala-Fca-Ala-Gly-Val-Leu-NH 2（3）。通过NMR和CD光谱发现化合物3具有螺旋有序结构，其通过反平行β-折叠样排列中的分子内氢键稳定。((c)Wiley-VCH Verlag GmbH & Co. KGaA，69451魏因海姆，德国，2006）。
The organometallic amino acid 1'-aminoferrocene-1-carboxylic acid (Fca) was incorporated internally into a peptide sequence by solid-phase methods combining natural Fmoc-protected amino acids and Boc-Fca-OH to give the pentapeptide Boc-Fca-Ala-Gly-Val-Leu-NH2 (2) and the octapeptide Ac-Val-Gly-Ala-Fca-Ala-Gly-Val-Leu-NH2 (3). Compound 3 was found to have a helically ordered structure by NMR and CD spectroscopy, which is stabilized by intramolecular hydrogen bonding in an antiparallel beta-sheet-like arrangement. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).