Name: DOTA-NHS-ester
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Synonyms

Tetraxetan N-hydroxysuccinimide; 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid, 1-(2,5-dioxo-1-pyrrolidinyl) ester

IUPAC Name

2-[4,10-bis(carboxymethyl)-7-[2-(2,5-dioxopyrrolidin-1-yl)oxy-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetic acid

Canonical SMILES

C1CC(=O)N(C1=O)OC(=O)CN2CCN(CCN(CCN(CC2)CC(=O)O)CC(=O)O)CC(=O)O

InChI

InChI=1S/C20H31N5O10/c26-15-1-2-16(27)25(15)35-20(34)14-24-9-7-22(12-18(30)31)5-3-21(11-17(28)29)4-6-23(8-10-24)13-19(32)33/h1-14H2,(H,28,29)(H,30,31)(H,32,33)

InChIKey

XSVWFLQICKPQAA-UHFFFAOYSA-N

Solubility

10 mm in DMSO

PSA

188.54000

Appearance

Solid

Shelf Life

≥ 2 years

Shipping

Room temperature

Storage

Store at -20 °C, keep in dry and avoid sunlight.

Form

Solid

In Vitro

DOTA-NHS-ester can be used to modify human serum albumin (HSA) to produce DOTA-HSA. And DOTA-HSA is furtherly modified by Sulfo-SMCC (HY-D0975) to obtain DOTA-HSA-SMCC. DOTA-HSA-SMCC is conjugated to ZHER2:342 and the final product is DOTA-HSA-ZHER2:342. In a cell uptake assay, DOTA-HSA-ZHER2:342 is labeled by 64Cu, 64Cu-DOTA-HSA-ZHER2:342 (0.5-2 hours) slowly accumulates in the SKOV3 cells and reaches 0.71% of the applied activity at 0.5 h and the uptake increased to 1.58% at 2 h.

DOTA-NHS-ester, a versatile bifunctional chelating agent, finds widespread use in the biosciences, particularly in imaging and therapeutic realms. Explore its key applications:

Radioisotope Labeling: Delving into diagnostic imaging, DOTA-NHS-ester plays a pivotal role in creating radio-labeled biomolecules. By linking it to proteins, peptides, or antibodies, researchers can effectively bind metal radioisotopes for PET and SPECT imaging. This method enables precise localization and imaging of tumors, inflammation, or other pathological conditions in clinical diagnostics.

Theranostics: In the dynamic field of theranostics, DOTA-NHS-ester serves as a crucial component in generating conjugates that can both diagnose and treat diseases. Through its attachment to therapeutic molecules and labeling with therapeutic radioisotopes, targeted radionuclide therapy becomes a reality. This dual-action capability allows for real-time monitoring and treatment of diseases, significantly enhancing patient outcomes and treatment effectiveness.

Magnetic Resonance Imaging (MRI): Transcending conventional imaging techniques, DOTA-NHS-ester can be linked to gadolinium, a well-known MRI contrast agent, to elevate the quality of imaging results. By binding DOTA-NHS-ester to targeting molecules like cancer-specific peptides, more detailed and precise MRI scans can be achieved. This advanced imaging strategy is essential for accurate disease diagnosis and monitoring, pushing the boundaries of medical diagnostics.

Protein and Peptide Conjugation: Expanding its utility beyond imaging, DOTA-NHS-ester is instrumental in the conjugation of proteins and peptides for diverse research endeavors. This application facilitates the exploration of protein-protein interactions and aids in the delivery of therapeutic agents within cells, fostering advancements in drug development and various biomedical research initiatives.

Catalog	Product Name	CAS	Inquiry
BADC-01343	DOTA-NHS-ester TFA Salt	2832911-57-4

What is DOTA-NHS-ester and its application in ADC linker chemistry?

DOTA-NHS-ester is a chelator-based linker containing an NHS ester for conjugation to amine groups on antibodies. It enables subsequent chelation of metal ions, supporting imaging or radiolabeling applications in ADCs while maintaining payload stability.

2/2/2019

Dear team, how does DOTA-NHS-ester enable metal chelation in ADCs?

After conjugation to an antibody, the DOTA moiety binds metal ions such as indium or lutetium. This allows the ADC to be used for targeted imaging or radiotherapy applications without interfering with antibody binding or payload function.

10/11/2022

Dear team, which payloads are compatible with DOTA-NHS-ester?

It can conjugate amine-containing cytotoxins, peptides, and imaging agents. The NHS ester ensures stable covalent attachment, and the DOTA chelator enables incorporation of radiometals for diagnostic or therapeutic purposes.

29/8/2016

Good afternoon! Could you kindly let me know the recommended conjugation conditions for DOTA-NHS-ester?

Conjugation is performed in slightly basic aqueous buffers (pH 7–8.5) under controlled temperatures to maximize NHS ester reactivity while preventing hydrolysis and preserving antibody structure and chelator functionality.

26/8/2018

Good morning! How should DOTA-NHS-ester be stored to preserve its stability for long-term use?

DOTA-NHS-ester should be stored at low temperature, in a dry, light-protected container, ideally under inert atmosphere. Avoid repeated freeze-thaw cycles to maintain chemical integrity. Handling instructions and stability recommendations are provided in the product datasheet.

30/9/2019

— Dr. Oliver Brown, Senior Scientist (UK)

DOTA-NHS-ester allowed efficient chelator conjugation with high reproducibility.

29/8/2016

— Ms. Clara Weber, Biochemist (Germany)

High purity and solubility ensured smooth integration into ADC workflows.

30/9/2019

— Dr. Ethan Parker, Medicinal Chemist (USA)

Efficient incorporation into multiple linker designs with minimal side products.

26/8/2018

— Dr. Sophie Moreau, Senior Scientist (France)

DOTA-NHS-ester minimized side reactions and improved multi-step synthesis yields.

2/2/2019

— Dr. Lucas Meyer, Chemist (Germany)

Enables innovative radiolabeling strategies for imaging applications.

— Dr. Michael Green, Radiochemistry Scientist (UK)

DOTA-NHS-ester provided by BOC Sciences enabled efficient chelation for our radiolabeling experiments. Product stability and purity exceeded expectations.

10/11/2022