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CAS 10139-02-3

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p-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside

Description:
p-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside, commonly referred to as p-Nitrophenyl N-acetylglucosamine, is a synthetic compound often used in biochemical research, particularly in enzyme assays. This compound features a p-nitrophenyl group, which serves as a chromogenic moiety, allowing for colorimetric detection upon enzymatic hydrolysis. It is a derivative of N-acetylglucosamine, a monosaccharide that plays a crucial role in various biological processes, including cell wall synthesis in bacteria and the formation of glycoproteins and glycolipids. The presence of the acetamido group contributes to its solubility and reactivity. In terms of physical properties, it is typically a white to pale yellow crystalline solid, soluble in water and organic solvents. The compound is stable under normal conditions but should be handled with care due to potential toxicity associated with the nitrophenyl group. Its applications extend to studying glycosidases and other enzymes that hydrolyze glycosidic bonds, making it a valuable tool in glycobiology and enzymology.
Formula:C14H18N2O8
InChI:InChI=1S/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-8(3-5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12-,13-,14+/m1/s1
InChI key:InChIKey=OMRLTNCLYHKQCK-KSTCHIGDSA-N
SMILES:O([C@@H]1[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O1)C2=CC=C(N(=O)=O)C=C2
Synonyms:
  • 4-Nitrophenyl 2-(acetylamino)-2-deoxy-α-D-glucopyranoside
  • α-D-Glucoside, p-nitrophenyl 2-acetamido-2-deoxy-
  • α-D-Glucopyranoside, 4-nitrophenyl 2-(acetylamino)-2-deoxy-
  • p-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside
  • Glucopyranoside, p-nitrophenyl 2-acetamido-2-deoxy-, α-D-
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