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C8286

Sigma-Aldrich

Cellotetraose

≥85% (HPLC)

Synonym(s):

(β-D-Glc-[1→4])3-D-Glc, D-(+)-Cellotetraose

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About This Item

Empirical Formula (Hill Notation):
C24H42O21
CAS Number:
38819-01-1
Molecular Weight:
666.58
Beilstein:
78869
MDL number:
MFCD00079079
UNSPSC Code:
12352201
PubChem Substance ID:
24893043
NACRES:
NA.25

SMILES string

OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@@H]3CO)O[C@H]4[C@H](O)[C@@H](O)C(O)O[C@@H]4CO)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C24H42O21/c25-1-5-9(29)10(30)15(35)22(40-5)44-19-7(3-27)42-24(17(37)12(19)32)45-20-8(4-28)41-23(16(36)13(20)33)43-18-6(2-26)39-21(38)14(34)11(18)31/h5-38H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21?,22+,23+,24+/m1/s1

InChI key

LUEWUZLMQUOBSB-YQGOCCRESA-N

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Application

Cellotetraose is a 4-glucose polymer cellulodextrin derived from cellulose degradation. Cellotetraose and other cellulodextrins, such as cellulobiose, cellulotriose and cellopentaose are used by cellulosic bacteria as sources of energy. Cellotetraose is used to help identify, differentiate and characterize oligosaccharide metabolizing enzymes.

Biochem/physiol Actions

Cellotetraose is a substrate for many cellulases and for 1,4-β-D-glucan glucohydrolases. It is also the end product of some cellulases, such as Cel9R from Clostridium thermocellum.

Other Notes

To gain a comprehensive understanding of our extensive range of Polysaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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β-Gentiobiose ≥85% (remainder primarily α-anomer)

Sigma-Aldrich

G3000

β-Gentiobiose

Yuko Yoneda et al.
Journal of the American Chemical Society, 130(49), 16678-16690 (2009-06-26)
Hydrogen bonding is important in cellulosic and other carbohydrate structures, but the role of interactions between nonpolar groups is less understood. Therefore, we synthesized cyclohexyl 4'-O cyclohexyl beta-D-cellobioside (8), a molecule that has two glucose rings and two nonpolar cyclohexyl
Elizabeth A Znameroski et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(16), 6012-6017 (2012-04-05)
Neurospora crassa colonizes burnt grasslands in the wild and metabolizes both cellulose and hemicellulose from plant cell walls. When switched from a favored carbon source such as sucrose to cellulose, N. crassa dramatically upregulates expression and secretion of a wide
Hitoshi Suzuki et al.
Applied and environmental microbiology, 76(18), 6164-6170 (2010-07-27)
The wood decay basidiomycete Phanerochaete chrysosporium produces a variety of cellobiohydrolases belonging to glycoside hydrolase (GH) families 6 and 7 in the presence of cellulose. However, no inducer of the production of these enzymes has yet been identified. Here, we
Takuji Oyama et al.
PloS one, 8(11), e80448-e80448 (2013-11-28)
CpMan5B is a glycoside hydrolase (GH) family 5 enzyme exhibiting both β-1,4-mannosidic and β-1,4-glucosidic cleavage activities. To provide insight into the amino acid residues that contribute to catalysis and substrate specificity, we solved the structure of CpMan5B at 1.6 Å
Tzu-Hui Wu et al.
Biochimica et biophysica acta, 1814(12), 1832-1840 (2011-08-16)
The hyperthermophilic endoglucanase Cel5A from Thermotoga maritima can find applications in lignocellulosic biofuel production, because it catalyzes the hydrolysis of glucan- and mannan-based polysaccharides. Here, we report the crystal structures in apo-form and in complex with three ligands, cellotetraose, cellobiose
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