Naslov
Recognition of the folded conformation of plant hormone (auxin, IAA) conjugates with glutamic and aspartic acids and their amides

Autori
Antolić, Snježana ; Kveder, Marina ; Klaić, Branimir ; Magnus, Volker ; Kojić-Prodić, Biserka

Izvornik
Journal of molecular structure (0022-2860) 560 (2001), 1-3; 223-237

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
auxin ; indole-3-acetic acid ; N-(indol-3-ylacetyl)aspartic acid ; N-(indol-3-ylacetyl)glutamic acid ; N^2-(indol-3-ylacetyl)-L-asparagine ; N^2-(indol-3-ylacetyl)-L-glutamine ; X-ray crystallography ; NMR spectroscopy ; NOE measurement ; molecular dynamics

Sažetak
The molecular structure of the endogenous plant hormone (auxin) conjugate, N-(indol-3-ylacetyl)-L-glutamic acid, is deduced by comparison with N^2-(indol-3-ylacetyl)glutamine (IAA-Gln), N^2-(indol-3-ylacetyl)asparagine (IAA-Asn) and N-(indol-3-ylacetyl)-L-aspartic acid using X-ray structure analysis, H-1-NMR spectroscopy (NOE measurements) and molecular modelling. The significance of the overall molecular shape, and of the resulting amphiphilic properties, of the compounds studied are discussed in terms of possible implications for trafficking between cell compartments. Both in the solid state and in solution, the molecules are in the hair-pin (folded) conformation in which the side chain is folded over the indole ring. While extended conformations can be detected by molecular dynamics simulations, they are so short-lived that any major influence on the biological properties of the compounds studied is unlikely.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA