NICOTIANAMINE

Description

A constituent of the leaves of Nicotiana tabacum, this base crystallizes from H20 as colourless plates. It is laevorotatory with [α]²⁹_D~3 - 60.5° (c 2.7, H20). The substance possesses a unique structure, containing three carboxylic acid groups, an amino group and a secondary amino group. The remaining nitrogen atom is present as a member of a four-membered ring.

Chemical Properties

Light Pink Powder

Uses

Phytosiderophores are produced in higher plants as iron chelating amino acids that promote uptake of iron from soil

References

Noma, Noguchi, Tamaki., Tetrahedron Lett., 2017 (1971)