Über Ferrocen-Aminosäuren und verwandte Verbindungen

Schlögl, K.

doi:10.1007/bf00901345

Cited by 145 publications

(52 citation statements)

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“…To this end a variety of side-chain modified amino acids has been designed (29)(30)(31)(32)(33)(34)(35)(36)(37)(38)Scheme 15). [39,[59][60][61][62][63][64][65][66] Recently, a stable a-amino acid derivative incorporating a ferrocene unit at the a-position has been reported. [97] Some of these metalloamino acids are sufficiently stable under aqueous and ambient conditions and can be employed in SPPS.…”

Section: Sps Of Transition-metal-containing Peptides: Formation Of Comentioning

confidence: 99%

Solid‐Phase Synthesis of Transition‐Metal Complexes

Heinze

Beckmann

Hempel

2008

Chemistry A European J

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This overview highlights recent progress in the field of selective construction of linear, oligonuclear transition-metal complexes by using solid-phase synthesis procedures. Two general protocols have been identified: formation of coordinative bonds between metal centres and bridging ligands and formation of covalent bonds between preformed kinetically inert transition-metal-containing building blocks in the chain growth step. Currently available suitable building blocks for the second approach are based on ferrocene units, bis(terpyridine)-ruthenium(II) moieties or metal porphyrins.

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Section: Sps Of Transition-metal-containing Peptides: Formation Of Comentioning

confidence: 99%

Solid‐Phase Synthesis of Transition‐Metal Complexes

Heinze

Beckmann

Hempel

2008

Chemistry A European J

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“…The first amino acid containing ferrocene was reported as long ago as 1957 by Schlögl [205], and Pauson [206]. For a comprehensive review on ferrocenyl bioorganometallics see [207].…”

Section: Organometallic Chemistry and Aqueous Solventsmentioning

confidence: 99%

A Novel Field of Research: Bioorganometallic Chemistry, Origins, and Founding Principles

2005

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“…Iododestannation [13] of 8 gives the corresponding hydroxyacid 12 with a vinyl iodide side chain. Again, the (E)-configuration is retained.…”

Section: Tin In the Side Chainmentioning

confidence: 99%

α‐Trifluoromethyl substituted α‐aminoacids and α‐hydroxyacids with organometallic moieties in the side chain [1,2]

Sewald¹,

Gaa²,

Burger³

1993

Heteroatom Chemistry

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Several strategies for the synthesis of a-trifluoromethyl substituted a-aminoacids and a-hydroxyacids with organometallic moieties in the side chain are described. The preparative potential of organometallic substituents (organosilicon, organotin, and organocobalt moieties) offers a convenient methodology for the synthesis of highly functionalized a-aminoacid and a-hydroxyacid derivatives.a-Trifluoromethyl substituted a-aminoacids play an important role as suicide inhibitors of pyridoxal phosphate dependent enzymes [3,4]. Furthermore, the trifluoromethyl substituent exerts a considerable effect on the conformational flexibility [ 5 ] and the chemical or metabolic stability of peptides [6] formed with these aminoacids. The lipophilicity of the trifluoromethyl group renders these aminoacids efficient carriers of polar groups through membranes.Recent studies on the introduction of organometallic moieties into estradiol derivatives revealed that, in certain cases, the binding affinity to the receptor is retained [7]. Organometallic moieties as sidechains of aminoacids (e.g., ferrocenyl aminoacids) have already been described [S] .Besides potential therapeutic effects, certain organometallic moieties in the side chain of amino-

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Über Ferrocen-Aminosäuren und verwandte Verbindungen

Cited by 145 publications

References 0 publications

Solid‐Phase Synthesis of Transition‐Metal Complexes

Solid‐Phase Synthesis of Transition‐Metal Complexes

A Novel Field of Research: Bioorganometallic Chemistry, Origins, and Founding Principles

α‐Trifluoromethyl substituted α‐aminoacids and α‐hydroxyacids with organometallic moieties in the side chain [1,2]

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