CAS 34441-14-0

Nicotianamine

Description:

Nicotianamine is a naturally occurring compound that plays a significant role in plant physiology, particularly in metal ion homeostasis and transport. It is a non-protein amino acid derived from the amino acid histidine and is characterized by its ability to chelate metal ions, such as iron, zinc, and manganese, which are essential for various biological processes. This chelation property makes nicotianamine crucial for plants, as it aids in the mobilization and uptake of these metals from the soil, enhancing their availability for metabolic functions. The compound is also involved in the synthesis of phytosiderophores, which are important for iron acquisition in plants, especially in iron-deficient conditions. In addition to its role in plants, nicotianamine has garnered interest for its potential applications in agriculture and nutrition, as it may influence the bioavailability of essential minerals in crops. Its chemical structure includes a pyridine ring, contributing to its reactivity and interaction with metal ions. Overall, nicotianamine is an important compound in both plant biology and potential agricultural applications.

Formula: C₁₂H₂₁N₃O₆

InChI: InChI=1/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

InChI key: InChIKey=KRGPXXHMOXVMMM-CIUDSAMLSA-N

SMILES: C(C[C@H](NCC[C@@H](C(O)=O)N)C(O)=O)N1[C@H](C(O)=O)CC1

Synonyms:

• (αS,2S)-α-[[(3S)-3-Amino-3-carboxypropyl]amino]-2-carboxy-1-azetidinebutanoic acid
• 1-Azetidinebutanoic acid, α-[(3-amino-3-carboxypropyl)amino]-2-carboxy-, [2S-[1[αR*(R*)],2R*]]-
• 1-Azetidinebutanoic acid, α-[[(3S)-3-amino-3-carboxypropyl]amino]-2-carboxy-, (αS,2S)-
• 1-azetidinebutanoic acid, alpha-[[(3S)-3-amino-3-carboxypropyl]amino]-2-carboxy-, (alphaS,2S)-
• Nicotianamine
• (2S)-1-[(3S)-3-{[(3S)-3-Amino-3-carboxypropyl]amino}-3-carboxypropyl]azetidine-2-carboxylic acid

Nicotianamine

CAS: 34441-14-0

Formula: C₁₂H₂₁N₃O₆

Purity: ≥ 95.0%

Color and Shape: White to off-white powder

Molecular weight: 303.31

Ref: 7W-GM0260

Nicotianamine

CAS: 34441-14-0

Formula: C₁₂H₂₁N₃O₆

Molecular weight: 303.32

Ref: 4Z-N-167001

Nicotianamine

Controlled Product

CAS: 34441-14-0

Applications Phytosiderophores are produced in higher plants as iron chelating amino acids that promote uptake of iron from soil.
References Klair, S., et al.: J. Plant Nutr., 19, 1295 (1996),

Formula: C₁₁H₁₉N₃O₆

Color and Shape: Neat

Molecular weight: 289.29

Ref: TR-N408500

Nicotianamine

CAS: 34441-14-0

Nicotianamine, an amino acid that chelates iron, facilitates the absorption of iron from the soil.

Formula: C₁₂H₂₁N₃O₆

Color and Shape: Solid

Molecular weight: 303.315

Ref: TM-TN7562

Nicotianamine

CAS: 34441-14-0

Nicotianamine is a nicotinic acid amide that is synthesized from nicotianamine synthase. Nicotianamine is a nutrient that plays an important role in iron homeostasis. It is also involved in the regulation of plant metabolism and enzyme activities. Nicotianamine has been shown to be stable in complex with iron, which makes it a good candidate for use as an analytical reagent for measuring plant metabolites. The nicotianamine assay can be used to determine concentrations of nicotianamine and nicotinic acid amides in plants by plasma mass spectrometry. This method takes advantage of the ability of nicotianamine to form stable complexes with iron ions, which can be measured by quantifying the concentration of free iron ions. Nicotianamine can also be used as an indicator of nutrient solution quality because it reacts with various compounds present in the solution, such as phosphate, nitrate, and sulfate ions. The matrix effect can affect the

Formula: C₁₂H₂₁N₃O₆

Purity: (%) Min. 94%

Color and Shape: Powder

Molecular weight: 303.31 g/mol

Ref: 3D-FN26195