N,N-Diacetylchitobiose
Empirical Formula (Hill Notation): | C16H28N2O11 |
CAS Number: | 35061-50-8 |
Molecular Weight: | 424.40 |
Beilstein/REAXYS Number: | 61689 |
MDL number: | MFCD00077715 |
PubChem Substance ID: | 24893467 |
NACRES: | NA.25 |
Кат. номер |
D1523-10MG |
D1523-10MG-PW |
D1523-5MG |
D1523-50MG |
D1523-1MG |
Diacetylchitobiose/Chitobiose, a dimer of β(1,4) linked N-acetyl-D glucosamine, is used as an alternative source of N-acetylglucosamine by some bacteria. It is used in fermentation research to study, differentiate and characterize chitobiose transporter systems and enzymes such as β-N-acetylglucosaminidase(s) and chitobiose phosphorylase(s).
10 mg in glass bottle
In chitinolytic bacteria, such as
Vibrio, Streptomyces and
Serratia, N,N-Diacetylchitobiose (GlcNAc2) is not only a major breakdown product of chitinase, but it is also the smallest substance that induces chitinase production. It can also be utilized as a carbon source by
E. coli, which does not express chitinases, but is exposed to GlcNAc2 produced by intestinal chitinolytic bacteria. In most organisms, the uptake of GlcNAc2 occurs via the phosphoenolpyruvate:glycose phosphotransferase system (PTS). GlcNAc2 has also been used as a substrate or inhibitor to study the activity of glycolytic enzymes.
Prepared by the method of Barker, S.A., et al.,
J. Chem. Soc., 2218 (1958).
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D1523.pdf , Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.,
Quality Level | 200, |
assay | 96% (HPLC) |
form | powder |
optical activity | []/D 15.00 to 19.00 °, c = 9.00-11.00 mg/mL in water |
mp | 245-247 °C (lit.) |
solubility | H2O: 49.00-51.00 mg/mL, clear, colorless |
storage temp. | 20°C |
SMILES string | CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O |
InChI | 1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11-,12-,13-,14-,15?,16+/m1/s1 |
InChI key | CDOJPCSDOXYJJF-CBTAGEKQSA-N |
pictograms | GHS07 |
signalword | Warning |
hcodes | H315 - H319 |
pcodes | P302 + P352 - P305 + P351 + P338 |
Personal Protective Equipment | dust mask type N95 (US),, Eyeshields,, Gloves, |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point F | Not applicable |
Flash Point C | Not applicable |