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156271-23-7 , 2,4-Dinitrophenyl 2-deoxy-2-fluoro-b-xylobioside

156271-23-7 ,
2,4-Dinitrophenyl 2-deoxy-2-fluoro-b-xylobioside;
2,​4-​Dinitrophenyl 2-​deoxy-​2-​fluoro-​4-​O-​b-​D-​xylopyranosyl-b-​D-​xylopyranoside
C16H19FN2O12 / 450.33

2,4-Dinitrophenyl 2-deoxy-2-fluoro-b-xylobioside

2,4-Dinitrophenyl 2-deoxy-2-fluoro-4-O-b-D-xylopyranosyl-b-D-xylopyranoside


2,4-Dinitrophenyl 2-deoxy-2-fluoro-beta-xylobioside, also known as DNFPX, is a substrate to study the activity of glycosidases. It is a derivative of xylobiose, which is a disaccharide composed of two xylose units. The 2-deoxy-2-fluoro modification on one of the xylose units makes the compound resistant to further hydrolysis by the enzyme, allowing it to be used as a reporter of enzyme activity. The 2,4-Dinitrophenyl group is used as a chromogenic group that enables rapid detection and measurement of the enzyme activity that can be quantitatively measured by monitoring the appearance of the yellow 2,4-dinitrophenyl group when cleavage of the glycosidic bond.

CAS Number156271-23-7
Product NameDnp2FXb
IUPAC Name(2S,3R,4S,5R)-2-[(3R,4S,5R,6S)-6-(2,4-dinitrophenoxy)-5-fluoro-4-hydroxyoxan-3-yl]oxyoxane-3,4,5-triol
Molecular FormulaC16H19FN2O12
Molecular Weight450.33 g/mol
InChIInChI=1S/C16H19FN2O12/c17-11-13(22)10(31-16-14(23)12(21)8(20)4-28-16)5-29-15(11)30-9-2-1-6(18(24)25)3-7(9)19(26)27/h1-3,8,10-16,20-23H,4-5H2/t8-,10-,11-,12+,13+,14-,15+,16+/m1/s1
InChI KeyYIUHELLWGHNYQR-OXBKXAJBSA-N
SMILESC1C(C(C(C(O1)OC2COC(C(C2O)F)OC3=C(C=C(C=C3)[N+](=O)[O-])[N+](=O)[O-])O)O)O
Synonyms2',4'-dinitrophenyl 2-deoxy-2-fluoro-beta-xylobioside, DNP2FXb
Canonical SMILESC1C(C(C(C(O1)OC2COC(C(C2O)F)OC3=C(C=C(C=C3)[N+](=O)[O-])[N+](=O)[O-])O)O)O
Isomeric SMILESC1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2CO[C@H]([C@@H]([C@H]2O)F)OC3=C(C=C(C=C3)[N+](=O)[O-])[N+](=O)[O-])O)O)O


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