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2-Chloro-4-nitrophenyl-α-D-glucopyranoside (CAS 119047-14-2)

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Alternate Names:
CNP-α-D-glucopyranoside
Application:
2-Chloro-4-nitrophenyl-α-D-glucopyranoside is a chromogenic substrate for enzymes that target the linkage between CNP and α-D-glucose
CAS Number:
119047-14-2
Purity:
≥98%
Molecular Weight:
335.69
Molecular Formula:
C12H14ClNO8
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Chloro-4-nitrophenyl-α-D-glucopyranoside is a chemically synthesized glycoside that serves as a vital tool in biochemical research, particularly in the study of enzymatic activities involving glycosidases. This compound is designed to release a 2-chloro-4-nitrophenol moiety upon enzymatic cleavage by specific glycosidases, making it an excellent substrate for measuring enzyme kinetics and specificity. The chloro and nitro groups on the aromatic ring enhance the electron-withdrawing capacity, significantly affecting the rate of enzymatic cleavage, thereby providing insights into the mechanism of action of these enzymes. This glycoside helps in characterizing the activity of glycosidases under various conditions, contributing to a deeper understanding of their role in carbohydrate metabolism. The specificity of 2-Chloro-4-nitrophenyl-α-D-glucopyranoside for α-linkages in glucose polymers makes it particularly useful for studies related to the breakdown of complex carbohydrates, which is fundamental in cellular biology and biochemistry. This research tool enables scientists to probe the substrate preferences and kinetic behaviors of glycosidases, advancing our knowledge of these enzymes. These applications underscore the compound′s value in basic scientific inquiry and its role in enhancing our understanding of biochemical pathways and molecular interactions.


2-Chloro-4-nitrophenyl-α-D-glucopyranoside (CAS 119047-14-2) References

  1. Modulation of activity and substrate binding modes by mutation of single and double subsites +1/+2 and -5/-6 of barley alpha-amylase 1.  |  Mori, H., et al. 2001. Eur J Biochem. 268: 6545-58. PMID: 11737209
  2. Broadening the scope of glycosyltransferase-catalyzed sugar nucleotide synthesis.  |  Gantt, RW., et al. 2013. Proc Natl Acad Sci U S A. 110: 7648-53. PMID: 23610417
  3. Catalytic role of the calcium ion in GH97 inverting glycoside hydrolase.  |  Okuyama, M., et al. 2014. FEBS Lett. 588: 3213-7. PMID: 25017438
  4. Binuclear copper(II) complexes discriminating epimeric glycosides and α- and β-glycosidic bonds in aqueous solution.  |  Striegler, S., et al. 2016. J Catal. 338: 349-364. PMID: 27667854
  5. Kinetic rate assay of urinary N-acetyl-beta-D-glucosaminidase with 2-chloro-4-nitrophenyl-N-acetyl-beta-D-glucosaminide as substrate.  |  Makise, J., et al. 1988. Clin Chem. 34: 2140-3. PMID: 3255304
  6. Synthesis of C7/C8-cyclitols and C7N-aminocyclitols from maltose and X-ray crystal structure of Streptomyces coelicolor GlgEI V279S in a complex with an amylostatin GXG-like derivative.  |  Thanvi, R., et al. 2022. Front Chem. 10: 950433. PMID: 36157042
  7. Improved activity and modulated action pattern obtained by random mutagenesis at the fourth beta-alpha loop involved in substrate binding to the catalytic (beta/alpha)8-barrel domain of barley alpha-amylase 1.  |  Matsui, I. and Svensson, B. 1997. J Biol Chem. 272: 22456-63. PMID: 9278396

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Chloro-4-nitrophenyl-α-D-glucopyranoside, 100 mg

sc-220716
100 mg
$320.00