4163-65-9 Usage
Description
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE is a complex carbohydrate derivative that is widely utilized in organic synthesis and various research applications. It is a penta-O-acetylated form of alpha-D-mannopyranose, a monosaccharide that plays a crucial role in biological processes. 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE is known for its ability to facilitate glycosylation reactions and is often used as a starting material for the synthesis of more complex carbohydrate structures.
Uses
1. Used in Organic Synthesis:
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE is used as a key intermediate in organic synthesis for the production of various complex carbohydrate structures. Its acetylated nature allows for selective deprotection and functionalization, making it a versatile building block in the synthesis of oligosaccharides, glycoconjugates, and other carbohydrate-based molecules.
2. Used in Pharmaceutical Research:
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE is used as a starting material for the development of novel synthetic inhibitors of selectin-mediated cell adhesion. In a study, this compound was employed to assess the potential of these inhibitors in modulating cell adhesion processes, which are crucial for various biological functions and have implications in the treatment of diseases such as inflammation and cancer.
3. Used in Chemical Biology:
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE has been utilized in research to investigate stereospecific entry to spiroketal glycosides using alkylidenecarbene CH insertion. This study aimed to understand the stereochemical outcomes of such reactions, which are essential for the development of new synthetic methods and the creation of biologically active molecules.
4. Used in Glycosylation Studies:
In the field of glycosylation, 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE is used as a substrate to study the mechanisms and outcomes of glycosylation reactions. These reactions are vital for the synthesis of glycoproteins, glycolipids, and other carbohydrate-containing biomolecules, which play critical roles in cell recognition, signaling, and immune response.
Check Digit Verification of cas no
The CAS Registry Mumber 4163-65-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,6 and 3 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 4163-65:
(6*4)+(5*1)+(4*6)+(3*3)+(2*6)+(1*5)=79
79 % 10 = 9
So 4163-65-9 is a valid CAS Registry Number.
InChI:InChI=1/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15+,16+/m1/s1
4163-65-9Relevant articles and documents
PROCESS OF SYNTHESIS OF β-6'SULFOQUINOVOSYL DIACYLGLYCEROLS
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Page/Page column 11; 12, (2022/02/28)
The present invention relates to a synthesis process of β-6-sulfoquinovosyl-diacylglycerols. In particular, said process is for the synthesis of the compounds 1,2-O-distearoyl-3-O-(β- sulfoquinovosyl)-R/S-glycerol, 1,2-O-distearoyl-3-O-(β-sulfoquinovosyl)-R-glycerol or 1,2- O-distearoyl-3-O-(β-sulfoquinovosyl)-S-glycerol, named respectively Sulfavant A, Sulfavant R and Sulfavant S.
Synthesis and biological evaluation of 3β-O-neoglycosides of caudatin and its analogues as potential anticancer agents
Li, Xiao-San,Chen, Tang-Ji,Xu, Zhi-Peng,Long, Juan,He, Miao-Ying,Zhan, He-Hui,Zhuang, Hai-Cai,Wang, Qi-Lin,Liu, Li,Yang, Xue-Mei,Tang, Jin-Shan
, (2021/12/30)
In order to study the structure–activity relationship (SAR) of C21-steroidal glycosides toward human cancer cell lines and explore more potential anticancer agents, a series of 3β-O-neoglycosides of caudatin and its analogues were synthesized. The results revealed that most of peracetylated 3β-O-monoglycosides demonstrated moderate to significant antiproliferative activities against four human cancer cell lines (MCF-7, HCT-116, HeLa, and HepG2). Among them, 3β-O-(2,3,4-tri-O-acetyl-β-L-glucopyranosyl)-caudatin (2k) exhibited the highest antiproliferative activity aganist HepG2 cells with an IC50 value of 3.11 μM. Mechanical studies showed that compound 2k induced both apoptosis and cell cycle arrest at S phase in a dose dependent manner. Overall, these present findings suggested that glycosylation is a promising scaffold to improve anticancer activity for naturally occurring C21-steroidal aglycones, and compound 2k represents a potential anticancer agent deserved further investigation.
Inhibition of S. aureus Infection of Human Umbilical Vein Endothelial Cells (HUVECs) by Trehalose- and Glucose-Functionalized Gold Nanoparticles
Li, Yimeng,Ariotti, Nicholas,Aghaei, Behnaz,Pandzic, Elvis,Ganda, Sylvia,Willcox, Mark,Sanchez-Felix, Manuel,Stenzel, Martina
supporting information, p. 22652 - 22658 (2021/09/13)
Microbial adhesion to host cells represents the initial step in the infection process. Several methods have been explored to inhibit microbial adhesion including the use of glycopolymers based on mannose, galactose, sialic acid and glucose. These sugar re
