Nicotianamine

Nicotianamine
Names

IUPAC name N-(N-(3-amino-3-carboxypropyl)-3-amino-3-carboxypropyl)azetidine-2-carboxylic acid
Identifiers
CAS Registry Number	34441-14-0
ChEBI	CHEBI:17721
ChemSpider	8058557
InChI InChI=1S/C12H21N3O6/c13-7(10(16)17)1-4-14-8(11(18)19)2-5-15-6-3-9(15)12(20)21/h7-9,14H,1-6,13H2,(H,16,17)(H,18,19)(H,20,21)/t7-,8-,9-/m0/s1 Key: KRGPXXHMOXVMMM-CIUDSAMLSA-N
Jmol-3D images	Image
PubChem	7705
SMILES C1CN([C@@H]1C(=O)O)CC[C@@H](C(=O)O)NCC[C@@H](C(=O)O)N
Properties
Chemical formula	C₁₂H₂₁N₃O₆
Molar mass	303.31164 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Nicotianamine is an angiotensin I-converting enzyme inhibitor. A metal-chelating molecule, it is ubiquitous in higher plants.^[1] Biochemically, it is synthesized by the enzyme nicotianamine synthase, which uses three molecules of S-adenosylmethionine.<ref name=Zheng 2010"/>

References

↑ Takahashi M, Terada Y, Nakai I, Nakanishi H, Yoshimura E, Mori S, Nishizawa NK. (2003). "Role of nicotianamine in the intracellular delivery of metals and plant reproductive development". The Plant Cell 15 (6): 1263–80. doi:10.1105/tpc.010256.