5-Adamantyl-IAA TCI A3390

Chemical Identity

CAS No.: 2244426-40-0
PubChem: CID 154703793·SID 468590271
Formula: C20H23NO2
Molecular weight: 309.4 g/mol
Purity: >98.0%(HPLC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2-[5-(1-adamantyl)-1H-indol-3-yl]acetic acid
SMILES: C1C2CC3CC1CC(C2)(C3)C4=CC5=C(C=C4)NC=C5CC(=O)O
InChIKey: YVLXUUNCRVEHPG-UHFFFAOYSA-N

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5-Adamantyl-IAA is a chemical compound widely used in plant biotechnology research within laboratory settings. It serves as an analog of indole-3-acetic acid (IAA), a natural plant growth hormone. This compound plays a crucial role in studying plant cell growth and differentiation by enabling researchers to investigate how modified molecular structures affect hormonal responses. Its application extends to understanding the underlying mechanisms of plant development and the potential for developing more effective biotechnological applications.

The compound is chemically stable and soluble in specific organic solvents, making it ideal for synthesis and experimental applications. Its unique molecular structure provides high affinity for certain hormone receptors, facilitating detailed molecular interaction studies. These properties make it a preferred choice for researchers aiming to explore the functional roles of plant hormones in controlled environments.

In Indonesian laboratories, 5-Adamantyl-IAA is commonly used in plant biotechnology research. Its availability in solid form simplifies handling and storage, making it a practical option for scientists. Researchers in Indonesia often utilize this compound to advance studies on plant growth regulation and molecular mechanisms, supporting innovation in agricultural and biotechnological fields.

Advantages (TCI brochure)

Selectively binds to the modified auxin receptor
Shows 1000-fold stronger binding affinity than the natural auxin
Induces protein degradation in lower concentration than the original AID system

TCI brochures (PDF)

Synthetic Auxin for Inducing Targeted Protein Degradation in Low Concentration 2025-05-26 · p. 1
Plant Hormones 2025-01-30 · p. 1
Agrochemical Ingredients for Research and Experimental Use 2026-01-08 · p. 7
Plant Research Reagents 2026-02-24 · p. 13
Reagents for Biological Research 2025-03-11 · p. 55

Related TCI products

Plant Growth Regulation Studies – This compound is used to investigate how modified hormonal structures influence plant development and response mechanisms.
Molecular Interaction Analysis – Its high receptor affinity allows for detailed studies on how plant hormones interact with cellular components.
Synthetic Biology Experiments – The compound's solubility and stability make it suitable for use in synthetic biology applications involving plant hormone analogs.
Hormonal Response Testing – It enables researchers to test how plants respond to altered molecular structures of growth hormones in controlled environments.
Biotechnological Application Development – Its role in understanding hormone mechanisms supports the development of more effective biotechnological solutions in agriculture.

From the TCI brochure

Targeted protein degradation using the auxin-inducible degron (AID) system
Low-toxic protein degradation reported in mouse and human cells

Brand	TCI
CAS number	2244426-40-0
Molecular formula	—
Purity	—
Category	Life Science > Molecular Biology > Plant Biotechnology
Pack sizes	Available in various quantities as per supplier specifications
Physical form	Solid
Storage	Store in a cool, dry place away from light

Data from the TCI brochure

Konsentrasi minimum induksi interaksi reseptor termodifikasi dan tag AID (yeast two-hybrid)	10 pM (Yeast two-hybrid assay, dibandingkan dengan IAA alami)
Afinitas pengikatan reseptor termodifikasi	1000-fold lebih kuat (Dibandingkan auksin alami (IAA))

Source: TCI brochure LL081 (2025-05-26)

This compound should be stored in a cool, dry place, away from direct light to maintain its chemical stability. It is recommended to use airtight containers to prevent exposure to moisture and contaminants. Due to its organic solubility, it should be handled in a well-ventilated area to minimize inhalation risks. Proper personal protective equipment, such as gloves and safety goggles, should be worn when handling the compound. Avoid contact with skin and eyes, and ensure that spillage is cleaned up promptly with appropriate safety measures in place. The compound is not classified as hazardous under standard laboratory conditions, but standard safety protocols should still be followed to ensure safe handling and storage.

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