137905-29-4 Usage
Description
3-O-(TERT-BUTYLDIMETHYLSILYLOXY)-ERYTHRO-SPHINGOSINE is a derivative of Sphingosine, which is a naturally occurring amino alcohol with various biological activities. 3-O-(TERT-BUTYLDIMETHYLSILYLOXY)-ERYTHRO-SPHINGOSINE is characterized by its selective inhibition of protein kinase C activity and phorbol dibutyrate binding in vitro in human platelets. It does not inhibit protein kinase A or myosin light chain kinase and is known to inhibit calmodulin-dependent enzymes. As a colorless oil, it possesses unique chemical properties that make it suitable for various applications in different industries.
Uses
Used in Pharmaceutical Industry:
3-O-(TERT-BUTYLDIMETHYLSILYLOXY)-ERYTHRO-SPHINGOSINE is used as a bioactive compound for its potential therapeutic applications. Its ability to selectively inhibit protein kinase C activity and phorbol dibutyrate binding makes it a promising candidate for the development of drugs targeting various diseases, particularly those involving abnormal cell signaling pathways.
Used in Research and Development:
In the field of research and development, 3-O-(TERT-BUTYLDIMETHYLSILYLOXY)-ERYTHRO-SPHINGOSINE is used as a valuable tool for studying the roles of protein kinase C and other related enzymes in cellular processes. Its selective inhibition properties allow researchers to investigate the specific effects of these enzymes on cell function and contribute to a better understanding of their roles in health and disease.
Used in Drug Delivery Systems:
Similar to Gallotannin, 3-O-(TERT-BUTYLDIMETHYLSILYLOXY)-ERYTHRO-SPHINGOSINE can be employed in the development of novel drug delivery systems to enhance its applications and efficacy. By incorporating this compound into various carriers, such as organic and metallic nanoparticles, its delivery, bioavailability, and therapeutic outcomes can be improved, potentially leading to more effective treatments for various conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 137905-29-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,7,9,0 and 5 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 137905-29:
(8*1)+(7*3)+(6*7)+(5*9)+(4*0)+(3*5)+(2*2)+(1*9)=144
144 % 10 = 4
So 137905-29-4 is a valid CAS Registry Number.
InChI:InChI=1/C24H51NO2Si/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(22(25)21-26)27-28(5,6)24(2,3)4/h19-20,22-23,26H,7-18,21,25H2,1-6H3/b20-19+/t22-,23+/m0/s1
137905-29-4Relevant articles and documents
An efficient synthesis of sphingosine-1-phosphate
Kratzer, Bernd,Schmidt, Richard R.
, p. 1761 - 1764 (1993)
The total synthesis of D-erythro-sphingosine-1-phosphate (2) via the phosphoramidite approach, starting from 3-O-TBDMS-protected D-erythro-azidosphingosine 3 is described.
An efficient route to N palmitoyl D crythro sphingomyelin and its 13C-labeled derivatives
Dong, Zhengxin,Butcher Jr., Jared A.
, p. 41 - 46 (2007/10/02)
We describe here a practical and efficient route to a homogeneous N palmitoyl D crythro sphingomyelin and its 13C-labeled derivatives. (2S, 3R,4E)-2-Azido-3-(tert-butyldimethylsilyloxy)-4-octadecene-l-ol1 was converted to the sphingosine equivalent 2 by treatment with triphenylphosphine and water. Amine 2 was then coupled with palmitic acid, affording the ceramide derivative 3a. In the following two reactions the phosphorylcholine functional group was generated by using 2-chloro-2-oxo-1,3,2-dioxaphospholane and trimethylamine, respectively. The final deprotection of the secondary hydroxyl group in 5a produced the desired N palmitoyl D crythro sphingomyelin 6a. The overall yield of this five-step synthesis is 43%. The melting point, 213-215°C, the specific rotation, [α]20D - +6.8 (c= 1-3, CH2Cl2MeOH 1:1) and 1H-and 13C-NMR data indicate that the synthetic sphingomyelin is enantiomerically pure. The 13C-labeled derivatives 6b, 6c and 6d were synthesized by employing the same scheme.
