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CAS 143112-50-9

(S)-(+)-DBD-APy [=(S)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5560

(S)-(+)-DBD-APy [=(S)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination] TCI A5560

Chemical Identity

Other names
(S)-(+)-DBD-APy
CAS No.
143112-50-9
PubChem
CID 15682839·SID 87563177
Formula
C12H17N5O3S
Molecular weight
311.36 g/mol
Purity
>98.0%(HPLC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
7-[(3S)-3-aminopyrrolidin-1-yl]-N,N-dimethyl-2,1,3-benzoxadiazole-4-sulfonamide
SMILES
CN(C)S(=O)(=O)C1=CC=C(C2=NON=C12)N3CC[C@@H](C3)N
InChIKey
SZJGHUNJZRXXCA-QMMMGPOBSA-N
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(S)-(+)-DBD-APy is a derivatization reagent used in analytical chemistry to determine the enantiomeric excess (e.e.) of optically active compounds. This reagent plays a crucial role in laboratories where chiral analysis is required, particularly in HPLC-based methods. It functions by labeling target molecules, enabling their detection and separation through chromatographic techniques. Its application is essential for researchers seeking to analyze complex mixtures with high precision and accuracy.

The key properties of (S)-(+)-DBD-APy include its specificity for optically active compounds and its ability to provide distinct labeling that enhances separation efficiency. Its chemical structure is designed to react selectively with chiral molecules, making it a reliable tool for enantiomer analysis. The reagent is also stable under standard laboratory conditions, which ensures consistent performance and long shelf life. These characteristics make it a preferred choice for analytical chemists working in both academic and industrial settings.

In Indonesian laboratories, (S)-(+)-DBD-APy is widely used in pharmaceutical research and development, as well as in the analysis of complex chemical substances. It supports scientific studies and product development by enabling precise enantiomeric analysis. Many research institutions and universities in Indonesia rely on this reagent to meet stringent analytical standards. Its role is vital in ensuring the quality and accuracy of chemical analyses conducted in the region.

Advantages (TCI brochure)

  • Optically active reagent used for optical purity determination of carboxylic acids
  • Mild labeling (Mukaiyama-Corey method) produces diastereomers without racemization
  • Diastereomers separated by reversed phase HPLC; highly sensitive peroxyoxalate CL detection possible

TCI brochures (PDF)

  • Pharmaceutical research and development where enantiomeric purity is critical for drug formulation and safety testing.
  • Chiral compound analysis in organic chemistry to determine the optical purity of synthesized materials.
  • Quality control in the chemical industry for the analysis of optically active substances in raw materials and finished products.
  • Academic research in analytical chemistry for teaching and experimental studies on chiral separation techniques.
  • Environmental and forensic analysis involving the detection of chiral pollutants and illicit substances.

From the TCI brochure

  • Optical purity determination of chiral carboxylic acids (naproxen, ibuprofen)

Brand TCI
CAS number 143112-50-9
Molecular formula —
Purity —
Category Analytical Chemistry > Analytical Reagents > Derivatization Reagents
Pack sizes —
Physical form —
Storage Store in a cool, dry place away from light and moisture

Data from the TCI brochure

Excitation wavelength470 nm (Fluorescence detection)
Emission wavelength580 nm (Fluorescence detection)
Detection limit (S/N = 2)10 fmol (Naproxen)
Mobile phaseCH3CN / H2O = 50 / 50 (naproxen); CH3CN / H2O = 60 / 40 (ibuprofen) (40 C, Kaseisorb LC ODS Super, 1 mL/min)

Source: TCI brochure A1096 (2026-03-10)

This reagent should be stored in a cool, dry place, away from direct light and moisture to maintain its stability and effectiveness. It is recommended to use airtight containers to prevent exposure to air and humidity, which may affect its performance. When handling, ensure proper laboratory precautions are followed, such as wearing gloves and safety goggles to avoid skin or eye contact. The reagent should be kept in a secure location to prevent accidental spills or contamination. Regular monitoring of storage conditions is advised to ensure the reagent remains in optimal condition for analytical use. Proper labeling of storage containers is also essential for safe handling and easy identification.

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