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Stereoselective Interaction of Amino-acids and Metal Complexes

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Abstract

STEREOSELECTIVE effects frequently occur1 in the formation and reactions of optically active co-ordination compounds. The formation of ions of the type [Co(L-dipeptide)2] shows2,3 very marked stereoselectivity which may be attributed to the three point attachment4 of the dipeptide acting as a terdentate ligand, giving a puckered chelate ring. Similarly, peptides of the type gly-Lα, α being an amino-acid, react5 with the ion D[Coen2(H2O) (OH)]2+ more rapidly than with its enantiomer, through three-point attachment. Related three-point attachment can also occur with amino-acids containing a polar side chain. For example, we recently demonstrated6 that L-glutamate ion reacts specifically with DL[Coen2(H2O)2]3+ giving D( + )[Coen2(Lglu)]+.

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References

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  6. Dunlop, J. H., Gillard, R. D., Payne, N. C., and Robertson, G. B., Chem. Comm., 874 (1966).

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GILLARD, R., MITCHELL, P. & ROBERTS, H. Stereoselective Interaction of Amino-acids and Metal Complexes. Nature 217, 949–950 (1968). https://doi.org/10.1038/217949b0

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