A fluorogenic substrate for chitinases and chitobiosidases
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4-Methylumbelliferyl β-D-N,N'-diacetylchitobioside

Item No. 27730

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
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
CAS Number
53643-12-2
Synonyms
  • 4-Methylumbelliferyl N,N'-diacetyl-β-chitobioside
  • 4-ΜU-(GlcNAc)2
Molecular Formula
C26H34N2O13
Formula Weight
582.6
Purity
≥98%
Emission
445-455 nm, increasing as pH decreases
Excitation
320 and 360 nm at low (1.97-6.72) and high pH (7.12-10.3), respectively
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/ml
λmax
317 nm
SMILES
O=C(C)N[C@H]1[C@H](OC2=CC=C(C(C)=CC(O3)=O)C3=C2)O[C@H](CO)[C@@H](O[C@]4([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]1O
InChi Code
InChI=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 Key
UPSFMJHZUCSEHU-JYGUBCOQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $95

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    5 mg

    $186

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    10 mg

    $326

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    Product Description

    4-Methylumbelliferyl β-D-N,N'-diacetylchitobioside (4-ΜU-(GlcNAc)2) is a fluorogenic substrate for chitinases and chitobiosidases.1,2 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sandalli, C., Kacagan, M., Canakci, S., et al. Cloning, expression, purification and characterisation of a thermostable chitinase from Bacillus licheniformis A1. Ann. Microbiol. 58(2), 245-251 (2008).

    2. Tronsmo, A., and Harman, G.E. Detection and quantification of N-acetyl-β-D-glucosaminidase, chitobiosidase, and endochitinase in solutions and on gels. Anal. Biochem. 208(1), 74-79 (1993).