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  • 53643-12-2 ,4-甲基伞形酮-beta-D-N,N’-二乙酰壳二糖苷,CAS:53643-12-2
53643-12-2 ,4-甲基伞形酮-beta-D-N,N’-二乙酰壳二糖苷,CAS:53643-12-2

53643-12-2 ,4-甲基伞形酮-beta-D-N,N’-二乙酰壳二糖苷,CAS:53643-12-2

53643-12-2,4-甲基伞形酮-beta-D-N,N’-二乙酰壳二糖苷,
4-Methylumbelliferyl N,N’-diacetyl-b-D-chitobioside,
CAS:53643-12-2
C26H34N2O13 / 582.55
MFCD00082499

4-Methylumbelliferyl N,N-diacetyl-b-D-chitobioside

4-甲基伞形酮-beta-D-N,N’-二乙酰壳二糖苷

4-Methylumbelliferyl N,N-diacetyl-b-D-chitobioside is a fluorogenic substrate for peptide hormones. It is used in vitro to study the polymerase chain reaction (PCR) of human serum and other biological samples. 4-Methylumbelliferyl N,N-diacetyl-b-D-chitobioside is an orally bioavailable prodrug that undergoes hydrolysis by esterases to release 4-methylumbelliferone, which is then converted into the fluorescent product methylumbelliferone by cellular esterases. This product can be detected using a fluorescence sensor with high specificity and sensitivity. The fluorescence signal generated by this product is proportional to the enzyme concentration and can be used as a biomarker for peptide hormone production or neuronal death.

4-Methylumbelliferyl β-D-N,N'-diacetylchitobioside (4-ΜU-(GlcNAc)2) is a fluorogenic substrate for chitinases and chitobiosidases. 4-ΜU-(GlcNAc)2 is cleaved by chitinases and chitobiosidases to release the fluorescent moiety 4-ΜU. 4-ΜU fluorescence is pH-dependent with excitation maxima of 320 and 360 nm at low (1.97-6.72) and high pH (7.12-10.3), respectively, and an emission maximum ranging from 445 to 455 nm, increasing as pH decreases.

CAS Number53643-12-2
Product Name4-Methyl-umbelliferyl-N-acetyl-chitobiose
IUPAC NameN-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Molecular FormulaC26H34N2O13
Molecular Weight582.55 g/mol
InChIInChI=1S/C26H34N2O13/c1-10-6-18(33)38-15-7-13(4-5-14(10)15)37-25-20(28-12(3)32)23(36)24(17(9-30)40-25)41-26-19(27-11(2)31)22(35)21(34)16(8-29)39-26/h4-7,16-17,19-26,29-30,34-36H,8-9H2,1-3H3,(H,27,31)(H,28,32)/t16-,17-,19-,20-,21-,22-,23-,24-,25-,26+/m1/s1
InChI KeyUPSFMJHZUCSEHU-JYGUBCOQSA-N
SMILESCC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)NC(=O)C)O)NC(=O)C
Synonyms4-Mu-chitobiose; [(4-Methylumbelliferyl)-N-acetylglucosamine]-4,1-N-acetylglucosamine; 7-[[2-(Acetylamino)-4-O-[2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]-2-deoxy-β-D-glucopyranosyl]oxy]-4-methyl-2H-1-benzopyran-2-one;
Canonical SMILESCC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)NC(=O)C)O)NC(=O)C
Isomeric SMILESCC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)NC(=O)C)O)NC(=O)C
CAS No: 53643-12-2 Synonyms: N,N'-Diacetyl-4-methylumbelliferyl-b-D-chitobioside MDL No: MFCD00082499 Chemical Formula: C26H34N2O13 Molecular Weight: 582.55

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