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(2S)-p-SCN-Bn-NOTA

  CAS No.: 1206475-68-4   Cat No.: BADC-01429 4.5  

(2S)-p-SCN-Bn-NOTA is a chelator-functionalized ADC linker enabling stable radiolabeling and targeted delivery, useful in antibody-drug conjugates designed for imaging and therapeutic applications.

(2S)-p-SCN-Bn-NOTA

Structure of 1206475-68-4

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ADC Linker
Molecular Formula
C20H26N4O6S
Molecular Weight
450.51

* For research and manufacturing use only. We do not sell to patients.

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Popular Publications Citing BOC Sciences Products
Synonyms
1H-1,4,7-Triazonine-1,4,7-triacetic acid, hexahydro-2-[(4-isothiocyanatophenyl)methyl]-, (2S)-; (S)-2,2',2''-(2-(4-isothiocyanatobenzyl)-1,4,7-triazonane-1,4,7-triyl)triacetic acid; (2S)-Hexahydro-2-[(4-isothiocyanatophenyl)methyl]-1H-1,4,7-triazonine-1,4,7-triacetic acid; BNOTA; p-SCN-Bn-NOTA; S-2-(4-Isothiocyanatobenzyl)-1,4,7-triazacyclononane-1,4,7-triacetic acid; (2S)-2-(4-Isothiocyanatobenzyl)-1,4,7-triazacyclononane-1,4,7-triacetic acid; (S)-2-(4-isothiocyanatobenzyl)-1,4,7-triazacyclononane-1,4,7-triacetic acid
IUPAC Name
2-[(5S)-4,7-bis(carboxymethyl)-5-[(4-isothiocyanatophenyl)methyl]-1,4,7-triazonan-1-yl]acetic acid
Canonical SMILES
C1CN(CC(N(CCN1CC(=O)O)CC(=O)O)CC2=CC=C(C=C2)N=C=S)CC(=O)O
InChI
InChI=1S/C20H26N4O6S/c25-18(26)11-22-5-6-23(12-19(27)28)10-17(24(8-7-22)13-20(29)30)9-15-1-3-16(4-2-15)21-14-31/h1-4,17H,5-13H2,(H,25,26)(H,27,28)(H,29,30)/t17-/m0/s1
InChIKey
ABEIJMWLNYUWMD-KRWDZBQOSA-N
Density
1.37±0.1 g/cm3
Boiling Point
716.5±60.0°C at 760 mmHg

(2S)-p-SCN-Bn-NOTA, a versatile chelating agent, plays a pivotal role in radiolabeling biomolecules, particularly in the realm of medical imaging. Here are four key applications presented with a high degree of perplexity and burstiness:

Radiopharmaceutical Development: At the forefront of medical imaging, (2S)-p-SCN-Bn-NOTA is indispensable for synthesizing radiopharmaceuticals utilized in positron emission tomography (PET) and single-photon emission computed tomography (SPECT). By conjugating radioisotopes to biomolecules, it facilitates real-time visualization of specific biological processes within living organisms. This capability is paramount for early disease detection, monitoring treatment efficacy, and advancing biomedical research endeavors.

Cancer Imaging: In the field of oncology, (2S)-p-SCN-Bn-NOTA is harnessed to radiolabel antibodies or peptides that target tumor-specific antigens. This targeted imaging approach enables precise visualization of tumors and metastases, aiding in accurate cancer staging and assessment of disease progression. Oncologists can tailor individualized treatment strategies based on the unique characteristics of each patient's cancer, ultimately enhancing therapeutic outcomes.

Neurological Disorder Research: Exploring the intricacies of neurological disorders, such as Alzheimer's and Parkinson's diseases, (2S)-p-SCN-Bn-NOTA-labeled compounds offer valuable insights. By selectively binding to specific proteins or receptors in the brain, these compounds yield detailed images of pathological alterations, shedding light on disease mechanisms. This imaging modality empowers researchers to evaluate novel treatment approaches and deepen their understanding of complex neurological conditions.

Cardiac Imaging: In the realm of cardiovascular health, (2S)-p-SCN-Bn-NOTA is a critical component in the development of radiolabeled tracers for cardiac imaging applications. These tracers aid in assessing myocardial perfusion and detecting ischemic heart disease by precisely localizing radiotracers within the heart. This technology plays a crucial role in evaluating cardiac function, pinpointing areas of compromised blood flow, and informing accurate diagnoses and treatment strategies for various cardiac conditions.

What is (2S)-p-SCN-Bn-NOTA and its primary application in ADCs?

(2S)-p-SCN-Bn-NOTA is a bifunctional chelator commonly used to conjugate antibodies with radiometal isotopes for diagnostic or therapeutic applications in ADCs. It provides a stable linkage to maintain antibody functionality while enabling radiolabeling.

29/7/2022

Could you explain how (2S)-p-SCN-Bn-NOTA reacts with antibodies?

(2S)-p-SCN-Bn-NOTA contains an isothiocyanate group that reacts selectively with primary amines on antibody lysine residues, forming a stable thiourea bond, allowing site-specific conjugation while preserving antibody structure.

7/6/2019

Could you inform us what the stability considerations are for (2S)-p-SCN-Bn-NOTA conjugates?

(2S)-p-SCN-Bn-NOTA conjugates exhibit high in vitro and in vivo stability due to the strong chelation of radiometals. Proper pH control and storage conditions are necessary to prevent hydrolysis or degradation of the thiourea bond.

20/9/2020

Dear BOC Sciences, can (2S)-p-SCN-Bn-NOTA be used for different isotopes?

Yes, (2S)-p-SCN-Bn-NOTA can coordinate with various radiometals such as ^64Cu, ^68Ga, and ^177Lu, making it versatile for imaging and therapeutic ADC applications, while maintaining antibody targeting efficiency.

9/9/2018

Dear BOC Sciences, is (2S)-p-SCN-Bn-NOTA compatible with standard antibody conjugation protocols?

(2S)-p-SCN-Bn-NOTA contains an isothiocyanate functional group suitable for lysine conjugation on antibodies. Compatibility with standard buffer systems and careful pH control ensures efficient coupling while maintaining antibody integrity during ADC synthesis.

17/12/2018

— Dr. Emily Carter, Senior Scientist (USA)

(2S)-p-SCN-Bn-NOTA linker provided excellent chelation efficiency for radiolabeling applications.

20/9/2020

— Prof. David Müller, Medicinal Chemist (Germany)

BOC Sciences’ (2S)-p-SCN-Bn-NOTA linker showed high purity and batch consistency.

17/12/2018

— Dr. Anna Rossi, Bioconjugation Specialist (Italy)

The SCN functional group enabled rapid and clean conjugation with minimal side reactions.

9/9/2018

— Mr. James Thompson, R&D Manager (UK)

Using (2S)-p-SCN-Bn-NOTA, we achieved reproducible radiolabeling results and stable complexes.

29/7/2022

— Dr. Laura Jensen, ADC Project Lead (Denmark)

Excellent solubility and chelation efficiency facilitated our high-throughput labeling workflow.

— Ms. Sophie Martin, Senior Researcher (France)

The product quality and delivery timeline were excellent, enabling timely project milestones.

7/6/2019

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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