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CAS 4264-82-8

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5-bromo-4-chloro-3-indolyl-N-acetyl-B-D-glucosaminide

Description:
5-Bromo-4-chloro-3-indolyl-N-acetyl-β-D-glucosaminide, with CAS number 4264-82-8, is a synthetic compound commonly used as a substrate in biochemical assays, particularly in the detection of β-glucosaminidase activity. This compound features an indole ring, which contributes to its chromogenic properties, allowing for visual detection upon enzymatic cleavage. The presence of bromine and chlorine substituents on the indole ring enhances its reactivity and stability, making it suitable for various applications in molecular biology and biochemistry. The N-acetyl-β-D-glucosaminide moiety is crucial for its interaction with specific enzymes, facilitating the study of glycosidase activity. This compound is typically characterized by its solubility in organic solvents and its stability under standard laboratory conditions. Its use in research is significant for understanding enzyme kinetics and the role of glycosaminoglycans in biological systems. Safety precautions should be observed when handling this compound, as with many synthetic organic chemicals, due to potential toxicity and environmental impact.
Formula:C16H18BrClN2O6
InChI:InChI=1/C16H18BrClN2O6/c1-6(22)20-13-15(24)14(23)12(5-21)26-16(13)25-11-4-19-10-3-9(18)8(17)2-7(10)11/h2-4,12-16,19,21,23-24H,5H2,1H3,(H,20,22)/t12-,13-,14-,15-,16-/m1/s1
SMILES:CC(=N[C@@H]1[C@H]([C@@H]([C@@H](CO)O[C@H]1Oc1c[nH]c2cc(c(cc12)Br)Cl)O)O)O
Synonyms:
  • 5-Bromo-4-chloro-3-indolyl-N-acetyl-beta-D-glucosaminide
  • 5-Bromo-6-chloro-3-indoxyl-N-acetyl-beta-D-glucosaminide
  • 5-bromo-6-chloro-1H-indol-3-yl 2-(acetylamino)-2-deoxy-beta-D-glucopyranoside
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