Cas no 40614-71-9 (N-Acetylquinovosamine)

N-Acetylquinovosamine is a specialized amino sugar derivative, structurally related to N-acetylglucosamine but distinguished by its 6-deoxy modification. This compound serves as a key intermediate in the biosynthesis of bacterial polysaccharides and glycoconjugates, particularly in the lipopolysaccharides (LPS) of Gram-negative bacteria. Its unique structure makes it valuable for research in glycobiology, enzymology, and microbial pathogenesis. N-Acetylquinovosamine is also utilized in the synthesis of oligosaccharides and glycopeptides, aiding studies on carbohydrate-protein interactions and immune responses. High-purity grades ensure reproducibility in experimental applications, supporting advancements in vaccine development and antimicrobial research.
N-Acetylquinovosamine structure
N-Acetylquinovosamine structure
Product Name:N-Acetylquinovosamine
CAS No:40614-71-9
MF:C8H15NO5
MW:205.208402872086
CID:332280
PubChem ID:3082523
Update Time:2025-10-18

N-Acetylquinovosamine Chemical and Physical Properties

Names and Identifiers

    • D-Glucose,2-(acetylamino)-2,6-dideoxy-
    • 2-acetamido-2,6-dideoxyglucose
    • N-[(2R,3R,4R,5R)-3,4,5-trihydroxy-1-oxohexan-2-yl]acetamide
    • N-Acetylquinovosamine
    • DTXSID30193616
    • D-Glucose, 2-(acetylamino)-2,6-dideoxy-
    • SCHEMBL524648
    • 40614-71-9
    • Inchi: 1S/C8H15NO5/c1-4(11)7(13)8(14)6(3-10)9-5(2)12/h3-4,6-8,11,13-14H,1-2H3,(H,9,12)/t4-,6+,7-,8-/m1/s1
    • InChI Key: CZRYIXLKTDHMMY-PXBUCIJWSA-N
    • SMILES: O[C@H]([C@H](C=O)NC(C)=O)[C@@H]([C@@H](C)O)O

Computed Properties

  • Exact Mass: 205.09502258g/mol
  • Monoisotopic Mass: 205.09502258g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 5
  • Complexity: 208
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.4
  • Topological Polar Surface Area: 107?2

N-Acetylquinovosamine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A187980-25mg
N-Acetylquinovosamine
40614-71-9
25mg
$ 207.00 2023-04-19
TRC
A187980-250mg
N-Acetylquinovosamine
40614-71-9
250mg
$ 1642.00 2023-04-19
TRC
A187980-1g
N-Acetylquinovosamine
40614-71-9
1g
$ 7600.00 2023-09-09
A2B Chem LLC
AF90329-10mg
2-acetamido-2,6-dideoxyglucose
40614-71-9
10mg
$413.00 2024-04-20

N-Acetylquinovosamine Suppliers

NewCan Biotech Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:40614-71-9)2-Acetamido-2,6-dideoxyglucose
Order Number:NC28674
Stock Status:
Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:06
Price ($):Price inquiry

Additional information on N-Acetylquinovosamine

Exploring D-Glucose,2-(acetylamino)-2,6-dideoxy- (CAS No. 40614-71-9): Properties, Applications, and Research Insights

D-Glucose,2-(acetylamino)-2,6-dideoxy- (CAS No. 40614-71-9) is a specialized carbohydrate derivative that has garnered significant attention in biochemical and pharmaceutical research. This compound, often referred to as a modified sugar, plays a crucial role in understanding glycosylation processes and developing novel therapeutic agents. Its unique structure, featuring an acetylamino group and deoxygenation at positions 2 and 6, makes it a valuable tool for studying carbohydrate-protein interactions.

The growing interest in D-Glucose derivatives is partly driven by advancements in glycobiology and the search for bioactive molecules. Researchers are particularly intrigued by how modifications like 2,6-dideoxygenation influence the compound's biological activity. Recent studies suggest that D-Glucose,2-(acetylamino)-2,6-dideoxy- may have potential applications in drug development, especially in creating targeted therapies for metabolic disorders.

From a chemical perspective, CAS 40614-71-9 represents an interesting case study in carbohydrate chemistry. The introduction of the acetylamino moiety at the 2-position significantly alters the molecule's hydrogen bonding capacity, while the 6-deoxy modification affects its conformational flexibility. These structural features make it a valuable reference compound for NMR studies and molecular modeling of sugar-protein interactions.

The synthesis of 2-(acetylamino)-2,6-dideoxy-D-glucose typically involves selective protection and deoxygenation strategies, highlighting the sophistication of modern carbohydrate chemistry. Current research trends focus on optimizing these synthetic pathways to improve yields and scalability, responding to the increasing demand for well-defined carbohydrate standards in analytical laboratories.

In the pharmaceutical sector, interest in modified monosaccharides like D-Glucose,2-(acetylamino)-2,6-dideoxy- has surged due to their potential as glycosylation inhibitors. These compounds are being investigated for their ability to modulate cellular recognition processes, with implications for developing anti-inflammatory and immunomodulatory agents. The compound's structural similarity to natural sugar substrates makes it particularly interesting for studying metabolic pathways.

Analytical applications of CAS 40614-71-9 are equally noteworthy. As a reference standard, it helps in the characterization of complex carbohydrates and glycoconjugates. Mass spectrometry and HPLC methods frequently employ this compound for method development and validation, especially in glycomics research where precise identification of sugar modifications is crucial.

The stability and storage conditions of D-Glucose,2-(acetylamino)-2,6-dideoxy- are important considerations for researchers. Proper handling typically requires protection from moisture and storage at controlled temperatures to maintain its chemical integrity. These practical aspects are frequently addressed in technical documentation and material safety data sheets provided by suppliers.

Market trends indicate growing demand for specialized carbohydrates like 2-(acetylamino)-2,6-dideoxy-D-glucose, particularly from research institutions and biotechnology companies. The compound's price and availability can vary significantly depending on purity requirements and supplier capabilities, making supplier selection an important consideration for procurement specialists.

Future research directions for D-Glucose,2-(acetylamino)-2,6-dideoxy- may explore its potential in glycoconjugate vaccine development and as a building block for synthetic oligosaccharides. The compound's unique structural features position it as a valuable tool for advancing our understanding of carbohydrate-mediated biological processes and developing new biomedical applications.

Recommended suppliers
NewCan Biotech Limited
(CAS:40614-71-9)2-Acetamido-2,6-dideoxyglucose
NC28674
Purity:97%
Quantity:10g
Price ($):Inquiry
Email