211746-85-9 Usage
Uses
Used in Pharmaceutical Industry:
Heptaoxatricosanedioic Acid Bis(N-Hydroxysuccinimide) Ester is used as a key intermediate for the preparation of five sialyl Lewis x (sLex) dimers and five sLex carboxylic acids. These compounds are chemoenzymically synthesized by coupling amino-substituted sLex to homo-bifunctional cross-linkers of varying chain length. The development of these multivalent forms of sLex and sLex mimetics is of significant importance for designing high-affinity selectin ligands, which can potentially be used in the treatment of various diseases and conditions.
Used in Chemical Industry:
In the chemical industry, Heptaoxatricosanedioic Acid Bis(N-Hydroxysuccinimide) Ester can be utilized as a versatile building block for the synthesis of a wide range of molecules with specific functional groups. Its ability to form ester linkages with hydroxyl groups makes it a valuable component in the creation of complex molecular structures, which can be applied in various fields such as materials science, drug development, and chemical research.
Check Digit Verification of cas no
The CAS Registry Mumber 211746-85-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,1,7,4 and 6 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 211746-85:
(8*2)+(7*1)+(6*1)+(5*7)+(4*4)+(3*6)+(2*8)+(1*5)=119
119 % 10 = 9
So 211746-85-9 is a valid CAS Registry Number.
InChI:InChI=1/C24H36N2O15/c27-19-1-2-20(28)25(19)40-23(31)17-38-15-13-36-11-9-34-7-5-33-6-8-35-10-12-37-14-16-39-18-24(32)41-26-21(29)3-4-22(26)30/h1-18H2
211746-85-9Relevant academic research and scientific papers
Ligand Recognition by E- and P-Selectin: Chemoenzymatic Synthesis and Inhibitory Activity of Bivalent Sialyl Lewis x Derivatives and Sialyl Lewis x Carboxylic Acids
Wittmann, Valentin,Takayama, Shuichi,Gong, Ke Wei,Weitz-Schmidt, Gabriele,Wong, Chi-Huey
, p. 5137 - 5143 (2007/10/03)
Described is the preparation of five sLex dimers and five sLex carboxylic acids by coupling chemoenzymatically synthesized amino-substituted sialyl Lewis x (sLex) derivative 4 to homobifunctional cross-linkers 20-24 of varying chain length. 20-24 were obtained by alkylating low-molecular-weight oligoethylene glycols with tert-butyl bromoacetate and subsequent transformation of the di-tert-butyl esters into disuccinimide esters. The products were assayed for inhibition against binding of a sLea-polymer to immobilized E- and P-selectin. In the E-selectin assay all dimers had lower IC50 values than the sLex monomer. The results show that comparable binding enhancements can be obtained with linkers of completely different length and rigidity. In the P-selectin assay four of the five sLex carboxylic acids displayed significantly improved inhibitory potency. The lowest IC50 value was observed for the compound with the shortest spacer between the sLex moiety and the additional carboxylate, being ca. 20-40 times more potent than unmodified sLex. These findings should be of importance for the design of new multivalent forms of sLex as well as sLex mimetics as high-affinity selectin ligands.
