13264-92-1 Usage
Description
2-NITROPHENYL-N-ACETYL-BETA-D-GLUCOSAMINIDE is a chemical compound that belongs to the class of N-acetyl-beta-D-glucosaminides. It is characterized by the replacement of the anomeric hydroxy hydrogen with a 2-nitrophenyl group, which gives it unique properties and potential applications in various fields.
Uses
Used in Chemical Synthesis:
2-NITROPHENYL-N-ACETYL-BETA-D-GLUCOSAMINIDE is used as an intermediate in the synthesis of various complex carbohydrates and glycoconjugates. Its unique structure allows for selective functionalization and modification, making it a valuable building block for the development of novel bioactive molecules and pharmaceuticals.
Used in Analytical Chemistry:
In the field of analytical chemistry, 2-NITROPHENYL-N-ACETYL-BETA-D-GLUCOSAMINIDE is used as a derivatizing agent for the detection and quantification of carbohydrates and related compounds. Its chromophoric 2-nitrophenyl group enhances the sensitivity and selectivity of analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry (MS).
Used in Pharmaceutical Research:
2-NITROPHENYL-N-ACETYL-BETA-D-GLUCOSAMINIDE is employed as a research tool in the development of new drugs targeting glycosaminoglycan-related diseases. Its structural similarity to natural glycosaminoglycans allows researchers to study the interactions between these biomolecules and their biological targets, leading to the discovery of potential therapeutic agents.
Used in Material Science:
In material science, 2-NITROPHENYL-N-ACETYL-BETA-D-GLUCOSAMINIDE can be used as a functional component in the design of advanced materials with specific properties, such as self-assembly, recognition, and stimuli-responsive behavior. Its ability to form hydrogen bonds and interact with other molecules makes it a promising candidate for the development of novel materials with applications in drug delivery, sensors, and biocompatible coatings.
Used in Glycobiology Research:
2-NITROPHENYL-N-ACETYL-BETA-D-GLUCOSAMINIDE is utilized as a model compound in glycobiology research to study the structure, function, and biosynthesis of glycosaminoglycans. Its unique structure allows researchers to investigate the role of specific structural features in the biological activity and recognition of these complex carbohydrates, contributing to a better understanding of their role in various biological processes and diseases.
Check Digit Verification of cas no
The CAS Registry Mumber 13264-92-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,2,6 and 4 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 13264-92:
(7*1)+(6*3)+(5*2)+(4*6)+(3*4)+(2*9)+(1*2)=91
91 % 10 = 1
So 13264-92-1 is a valid CAS Registry Number.
13264-92-1Relevant articles and documents
Scope of the DMC mediated glycosylation of unprotected sugars with phenols in aqueous solution
Fairbanks, Antony J.,Qiu, Xin
, p. 7355 - 7365 (2020/10/13)
Activation of reducing sugars in aqueous solution using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) and triethylamine in the presence of para-nitrophenol allows direct stereoselective conversion to the corresponding 1,2-Trans para-nitrophenyl glycosides without the need for any protecting groups. The reaction is applicable to sulfated and phosphorylated sugars, but not to ketoses or uronic acids or their derivatives. When applied to other phenols the product yield was found to depend on the pKa of the added phenol, and the process was less widely applicable to 2-Acetamido sugars. For 2-Acetamido substrates an alternative procedure in which the glycosyl oxazoline was pre-formed, the reaction mixture freeze-dried, and the crude product then reacted with an added phenol in a polar aprotic solvent system with microwave irradiation proved to be a useful simplification.
