19794-97-9

Usage

Uses

Used in Biological Research:
(2-amino-3-hydroxy-octadecoxy)phosphonic acid is used as a negative control for C2 Ceramide, a sphingoid 1-phosphate that is the monophosphorylated derivative of sphinganine. This application is particularly relevant in the study of cellular signaling pathways and the role of sphingolipids in various biological processes.
In the context of biological research, (2-amino-3-hydroxy-octadecoxy)phosphonic acid serves as a valuable tool for understanding the mechanisms of action and potential therapeutic applications of C2 Ceramide and other related compounds. By acting as a negative control, it helps researchers to differentiate the specific effects of C2 Ceramide from those of other molecules in the experimental setup, thereby enhancing the accuracy and reliability of their findings.

Biochem/physiol Actions

Negative control for sphingosine-1-phosphate.

InChI:InChI=1/C18H40NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h17-18,20H,2-16,19H2,1H3,(H2,21,22,23)/t17-,18+/m0/s1

Upstream product

• 764-22-7 (2S,3R)-2-amino-1,3-octadecanediol 
• 103325-17-3 (4S)-4r-hydroxymethyl-5c-pentadecyl-2ξ-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 121291-63-2 (4S)-4r-hydroxymethyl-5c-pentadec-1-en-t-yl-2ξ-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 103044-90-2 ((4S)-5c-pentadecyl-2ξ-phenyl-oxazolidin-4r-yl)-methanol 
• 103044-89-9 (2S,3R)-2-benzylideneamino-octadecane-1,3-diol 
• 528852-33-7 tert-butyl ((2S,3R)-1-((dimethoxyphosphoryl)oxy)-3-hydroxyoctadecan-2-yl)carbamate 
• 116029-77-7 ((4S)-4r-hydroxymethyl-5c-pentadecyl-2ξ-phenyl-oxazolidin-3-yl)-phosphonic acid diphenyl ester 

Downstream Products

• 2765-11-9 n-pentadecanal 

Relevant academic research and scientific papers

Studies on the inhibition of sphingosine-1-phosphate lyase by stabilized reaction intermediates and stereodefined azido phosphates

Two kinds of inhibitors of the PLP-dependent enzyme sphingosine-1-phosphate lyase have been designed and tested on the bacterial (StS1PL) and the human (hS1PL) enzymes. Amino phosphates 1, 12, and 32, mimicking the intermediate aldimines of the catalytic process, were weak inhibitors on both enzyme sources. On the other hand, a series of stereodefined azido phosphates, resulting from the replacement of the amino group of the natural substrates with an azido group, afforded competitive inhibitors in the low micromolar range on both enzyme sources. This similar behavior represents an experimental evidence of the reported structural similarities for both enzymes at their active site level. Interestingly, the anti-isomers of the non-natural enantiomeric series where the most potent inhibitors on hS1PL.

Syntheses of sphingosine-1-phosphate stereoisomers and analogues and their interaction with EDG receptors.

Sphingosine-1-phosphate (S1P) is considered to be an important regulator of diverse biological processes acting as a natural ligand to EDG receptors. As a preliminary study to develop potent and selective agonist and antagonist for EDG receptors, we report synthesis of S1P stereoisomers and analogues and their binding affinities to EDG-1, -3, and -5.