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66347-27-1 , Fuc-a-1-2-Gal-b-PNP; 4-Nitrophenyl 2-O-(a-L-fucopyranosyl)-b-D-galactopyranoside

66347-27-1 , Fuc-a-1-2-Gal-b-PNP;
4-Nitrophenyl 2-O-(a-L-fucopyranosyl)-b-D-galactopyranoside,
Cas:66347-27-1
C18H25NO12 / 447.39
MFCD01863438

4-Nitrophenyl 2-O-(a-L-fucopyranosyl)-b-D-galactopyranoside

Fuc-a-1-2-Gal-b-PNP

4-Nitrophenyl 2-O-(a-L-fucopyranosyl)-b-D-galactopyranoside is a chromogenic enzymatic substrate for the detection and quantification of glycosidases, such as fucosidases and galactosidases. Upon enzymatic cleavage, the substrate releases the p-nitrophenol chromophore, which can be quantified via colorimetric analysis. This pNP-conjugated compound enables the rapid, sensitive, and high-throughput detection of enzyme activity in various applications, including enzymatic assays, inhibitor screening, and mechanistic studies. Its precise specificity for a-L-fucopyranosyl and b-D-galactopyranoside moieties makes it an excellent tool for advancing research in glycobiology and related fields.

CAS Number66347-27-1
Product Name4-Nitrophenyl-2-O-(alpha-L-fucopyranosyl)-beta-D-galactopyranoside
IUPAC Name(2S,3S,4R,5S,6S)-2-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Molecular FormulaC18H25NO12
Molecular Weight447.39 g/mol
InChIInChI=1S/C18H25NO12/c1-7-11(21)13(23)15(25)17(28-7)31-16-14(24)12(22)10(6-20)30-18(16)29-9-4-2-8(3-5-9)19(26)27/h2-5,7,10-18,20-25H,6H2,1H3/t7-,10+,11+,12-,13+,14-,15-,16+,17-,18+/m0/s1
InChI KeyFMNXEBSKDAQHBI-YUXDDOTLSA-N
SMILESCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)[N+](=O)[O-])CO)O)O)O)O)O
Synonyms4-nitrophenyl-2-O-(alpha-L-fucopyranosyl)-beta-D-galactopyranoside, NPAFPBG, para-nitrophenyl-2-O-(alpha-L-fucopyranosyl)-beta-D-galactopyranoside
Canonical SMILESCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)[N+](=O)[O-])CO)O)O)O)O)O
Isomeric SMILESC[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2OC3=CC=C(C=C3)[N+](=O)[O-])CO)O)O)O)O)O


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