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Merck
CN

19608

Thiocellobiose

≥98.0% (TLC)

别名:

4-S-β-D-glucopyranosyl-4-thio-D-glucose

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关于此项目

经验公式(希尔记法):
C12H22O10S
化学文摘社编号:
分子量:
358.36
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
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InChI key

VMEDEPBFFWJMMG-WELRSGGNSA-N

SMILES string

OC[C@@H](O)[C@@H](S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@@H](O)C=O

InChI

1S/C12H22O10S/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h1,4-12,14-21H,2-3H2/t4-,5+,6+,7+,8+,9-,10+,11+,12-/m0/s1

assay

≥98.0% (TLC)

form

solid

technique(s)

thin layer chromatography (TLC): suitable

storage temp.

−20°C

Application

Thiocellobiose is a glucose disaccharide linked via a β(1-4) thioether bond. Thiocellobiose is a cellulase inducer and inhibitor useful to identify, differentiate and characterize cellobiose-active β-glucosidase(s). Thiocellobiose is also used as a substrate to identify, differentiate and characterize cellobiose dehydrogenase(s).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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U Baminger et al.
Applied and environmental microbiology, 67(4), 1766-1774 (2001-04-03)
Cellobiose dehydrogenase (CDH) is an extracellular hemoflavoenzyme produced by several wood-degrading fungi. In the presence of a suitable electron acceptor, e.g., 2,6-dichloro-indophenol (DCIP), cytochrome c, or metal ions, CDH oxidizes cellobiose to cellobionolactone. The phytopathogenic fungus Sclerotium rolfsii (teleomorph: Athelia
G Henriksson et al.
Biochimica et biophysica acta, 1383(1), 48-54 (1998-04-18)
Substrate structural mapping suggests that the catalytic site of cellobiose dehydrogenase from Phanerochaete chrysosporium forms a narrow cave with two hexose binding subsites. Kinetic data also show that beta-di or oligosaccharides are favored electron donors with respect to both KM
E Montero et al.
FEBS letters, 421(3), 243-248 (1998-02-19)
The conformation of 4-thiocellobiose bound to beta-glucosidase from Streptomyces sp. has been studied by 1H-NMR transferred nuclear Overhauser effect spectroscopy (TR-NOE). Thiocellobiose behaves as an inhibitor of this glucosidase when cellobiose is used as substrate. NOE measurements and molecular mechanics
Pablo Isorna et al.
Journal of molecular biology, 371(5), 1204-1218 (2007-06-26)
Bacteria species involved in degradation of cellulosic substrates produce a variety of enzymes for processing related compounds along the hydrolytic pathway. Paenibacillus polymyxa encodes two homologous beta-glucosidases, BglA and BglB, presenting different quaternary structures and substrate specificities. We previously reported
D Rho et al.
Journal of bacteriology, 149(1), 47-53 (1982-01-01)
Several mono-, di, tetra-, and polysaccharides were screened for their ability to induced cellulase production by the tetrapolar hymenomycete Schizophyllum commune. Out of 21 carbohydrates screened, 4 (thiocellobiose, carboxymethylcellulose, cellobiose, and xylan) induced all three enzymes tested (carboxymethylcellulase, beta-glucosidase, and

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