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M9763

4-Methylumbelliferyl β-D-N,N′-diacetylchitobioside hydrate

Name: 4-Methylumbelliferyl &#946;-<SC>D</SC>-N,N&#8242;-diacetylchitobioside hydrate
Brand: SIGMA

fluorogenic, ≥98% (TLC), powder

Synonym(s):

4-Methylumbelliferyl-N,N′-diacetyl-β-D-chitobioside hydrate

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About This Item

Empirical Formula (Hill Notation):

C₂₆H₃₄N₂O₁₃ · xH₂O

CAS Number:

53643-12-2

Molecular Weight:

582.55 (anhydrous basis)

UNSPSC Code:

12352204

PubChem Substance ID:

24897364

NACRES:

NA.28

MDL number:

MFCD00082499

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Product Name

4-Methylumbelliferyl β-D-N,N′-diacetylchitobioside hydrate, ≥98% (TLC)

Quality Level

200

assay

≥98% (TLC)

form

powder

solubility

DMF: 9.80-10.20 mg/mL, clear, colorless to light yellow

fluorescence

λ_ex 330 nm; λ_em 375 nm in methanol

storage temp.

−20°C

SMILES string

CC(=O)NC1C(O)C(O)C(CO)OC1OC2C(O)C(NC(C)=O)C(OC2CO)Oc3ccc4C(C)=CC(=O)Oc4c3

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)

InChI key

UPSFMJHZUCSEHU-UHFFFAOYSA-N

Application

4-Methylumbelliferyl β-D-N,N′-diacetylchitobioside hydrate has been used as a fluorogenic substrate:

in chitinase enzyme assay of bronchoalveolar lavage samples
in acidic mammalian chitinase activity assay of human gastric juice
in chitinase assay in crystalline style extracts of Greenshell Mussels and fungus Fusarium oxysporum.

Biochem/physiol Actions

4-Methylumbelliferyl β-D-N,N′-diacetylchitobioside hydrate (MUF-diNAG) is an analog of chitin. It is a fluorogenic substrate for chitin depolymerase and its breakdown results in methylumbelliferone, a fluorescent product.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Functional comparison of recombinant acidic mammalian chitinase with enzyme from murine bronchoalveolar lavage

Goedken ER, et al.

Protein Expression and Purification, 75(1), 55-62 (2011)

Quantification of Chitinase Activity in Fusarium oxysporum

Ruiz-Roldan C and Roncero MIG

Bio-protocol, 6(15) (2016)

Genomic analysis and initial characterization of the chitinolytic system of Microbulbifer degradans strain 2-40

Howard MB, et al.

Journal of Bacteriology, 185(11), 3352-3360 (2003)

Human gastric juice contains chitinase that can degrade chitin

Paoletti MG, et al.

Annals of Nutrition & Metabolism, 51(3), 244-251 (2007)

Expression of chitinase-encoding genes in Bacillus thuringiensis and toxicity of engineered B. thuringiensis subsp. aizawai toward Lymantria dispar larvae.

Monthon Lertcanawanichakul et al.

Current microbiology, 48(3), 175-181 (2004-04-02)

Chitinase genes from Aeromonas hydrophila and Bacillus circulans No.4.1 were cloned into the plasmid pHY300PLK and designated as pHYA2 and pHYB43, respectively. Both plasmids were introduced into various strains of B. thuringiensis by electroporation. Plasmid pHYB43 was generally structurally stable

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Global Trade Item Number

SKU	GTIN
M9763-10MG	04061834064534
M9763-25MG	04061832909431
M9763-5MG	04061834064541

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