A small molecule cellulose mimic
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4-Nitrophenyl β-D-Cellotetraoside

Item No. 21406

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-nitrophenyl O-β-D-glucopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside
CAS Number
129411-62-7
Synonyms
  • p-Nitrophenyl β-D-Cellotetraoside
Molecular Formula
C30H45NO23
Formula Weight
787.7
Purity
≥99%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleWater: slightly soluble
SMILES
OC[C@H]([C@@H](O[C@@]1([H])[C@H](O)[C@@H](O)[C@H](O[C@]2([H])O[C@H](CO)[C@@H](O[C@@]3([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)[C@H](O)[C@H]2O)[C@@H](CO)O1)[C@H](O)[C@H]4O)O[C@H]4OC5=CC=C([N+]([O-])=O)C=C5
InChi Code
InChI=1S/C30H45NO23/c32-5-11-15(36)16(37)20(41)28(48-11)52-25-13(7-34)50-30(22(43)18(25)39)54-26-14(8-35)51-29(23(44)19(26)40)53-24-12(6-33)49-27(21(42)17(24)38)47-10-3-1-9(2-4-10)31(45)46/h1-4,11-30,32-44H,5-8H2/t11-,12-,13-,14-,15-,16+,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28+,29+,30+/m1/s1
InChi Key
NPSLEEASXYBLOE-HGEVGGQQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $172

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    1 mg

    $325

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    Product Description

    4-Nitrophenyl β-D-cellotetraoside is small molecule cellulose mimic that consists of a tetramer of D-glucose units joined by β-1-4-glycosidic bonds. An aglycosidic bond links a 4-nitrophenyl moiety to the anomeric carbon of the first glucose unit. 4-Nitrophenyl β-D-cellotetraoside is employed in cellulose degradation studies to determine the specificity of cellulases.1,2,3 The defined, small, and soluble structure of 4-nitrophenyl β-D-cellotetraoside makes it well suited for these studies. Its fragmentation pattern after enzymatic digestion can be analyzed by TLC or by release of 4-nitrophenol which exhibits strong absorbance at 395 nm in alkaline solution.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hakamada, Y., Endo, K., Takizawa, S., et al. Enzymatic properties, crystallization, and deduced amino acid sequence of an alkaline endoglucanase from Bacillus circulans. Biochim. Biophys. Acta 1570(3), 174-180 (2002).

    2. Hayashi, Y., Kitayaki, M., Takezaki, K., et al. Transcellobiosylation reactions catalyzed by different exoglucanase components of a Trichoderma viride cellulase in aqueous organic solvent. Biocatal. Biotransformation 21(1), 25-31 (2009).

    3. Zverlov, V.V., Velikodvorskaya, G.A., and Schwarz, W.H. A newly described cellulosomal cellobiohydrolase, CelO, from Clostridium thermocellum: Investigation of the exo-mode of hydrolysis, and binding capacity to crystalline cellulose. Microbiology 148(Pt. 1), 247-255 (2002).