Naslov
Ab initio Hartree-Fock Investigation of 2-Methylindole-3-acetic Acid

Autori
Ramek, Michael ; Tomić, Sanja

Izvornik
Croatica chemica acta (0011-1643) 77 (2004), 1-2; 371-376

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

Ključne riječi
auxin; substituent effect; shape of potential energy surface; indole-3-acetic acid

Sažetak
The potential energy surface (PES) of 2-methylindole-3-acetic acid (2-Me-IAA) has been investigated via RHF/6-31G* and RHF/6-31++G** calculations. With both basis sets, only three symmetry unique local minima with syn orientation of the COOH group are contained in the PES. A network of reaction paths connects these energy minima. One symmetry unique energy minimum has an extremely low barrier to the adjacent global minimum. Comparison with unsubstituted IAA and its alkylated as well as halogenated derivatives substituted at positions 4, 5, 6, and 7 shows that the PES of 2-Me-IAA is quite different. This is in accord with its significantly lower auxin activity and weaker binding to auxin binding protein 1 (ABP1).

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA