207516-11-8

Basic information

• Product Name: CAGED D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE
• Synonyms: CAGED SPP;CAGED D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE;(2S,3R,4E)-2-AMino-3-hydroxy-4-octadecenyl Phosphoric Acid Bis[1-(2-nitrophenyl)ethyl]ester;Caged SPN-1-P
• CAS NO: 207516-11-8
• Molecular Formula: C₃₄H₅₂N₃O₉P
• Molecular Weight: 528.62
• Product Categories: Activators;Fatty Acid Derivatives & Lipids;Glycerols;Inhibitors;Protein Kinase Inhibitors and Activators
• Mol File: 207516-11-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Refractive Index: 1.548
• Storage Temp.: Hygroscopic, Store under Inert atmosphere -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: CAGED D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: CAGED D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE(207516-11-8)
• EPA Substance Registry System: CAGED D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE(207516-11-8)

Safety Data

• Hazardous Substances Data: 207516-11-8(Hazardous Substances Data)

Usage

Description

CAGED D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE, also known as Caged SPP, is a photolyzable sphingosine 1-phosphate derivative. It is a brown thick oil that can be utilized as a new tool in studies of SPP-mediated intracellular events. Upon ultraviolet irradiation at a wavelength of 254nm, Caged SPP provides a method to elevate the intracellular level of SPP.

Uses

Used in Research Applications:
CAGED D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE is used as a research tool for studying SPP-mediated intracellular events. The application reason is that it allows for the controlled elevation of intracellular SPP levels upon ultraviolet irradiation at a wavelength of 254nm, enabling researchers to investigate the effects of SPP on cellular processes.
Used in Pharmaceutical Industry:
CAGED D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE is used as a potential therapeutic agent for modulating SPP levels in various diseases. The application reason is that its ability to control SPP levels upon ultraviolet irradiation can be harnessed for developing targeted treatments that involve the manipulation of SPP-mediated cellular pathways.
Used in Drug Delivery Systems:
CAGED D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE can be used as a component in the development of novel drug delivery systems. The application reason is that its photolyzable property allows for the controlled release of SPP in response to ultraviolet irradiation, which can be utilized to improve the delivery, bioavailability, and therapeutic outcomes of SPP-based treatments.

InChI:InChI=1/C34H52N3O9P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-25-34(38)31(35)26-44-47(43,45-27(2)29-21-17-19-23-32(29)36(39)40)46-28(3)30-22-18-20-24-33(30)37(41)42/h16-25,27-28,31,34,38H,4-15,26,35H2,1-3H3/b25-16+/t27?,28?,31-,34+,47?/m0/s1

Upstream product

• 207516-26-5 (4S,5R)-4-{Bis-[1-(2-nitro-phenyl)-ethoxy]-phosphoryloxymethyl}-2,2-dimethyl-5-((E)-pentadec-1-enyl)-oxazolidine-3-carboxylic acid tert-butyl ester 
• 80379-10-8 1-(2-nitrophenyl)ethan-1-ol 
• 116467-63-1 N-tert-butyloxycarbonylsphingosine 
• 207516-23-2 tert-butyl (4S,5R,1'E)-4-(hydroxymethyl)-2,2-dimethyl-5-(pentadec-1'-enyl)-oxazolidine-3-carboxylate 
• 207516-14-1 bis-[1-(2-nitrophenyl)ethyl]-N,N-diisopropylphosphoramidite 
• 207516-20-9 Benzoic acid (E)-(2S,3R)-2-tert-butoxycarbonylamino-3-hydroxy-octadec-4-enyl ester 

Downstream Products

• 25798-61-2 ortho-nitroso acetophenone 
• 26993-30-6 Sphingosine-1-phosphate 

Relevant articles and documents

Synthesis and evaluation of a photolyzable derivative of sphingosine 1-phosphate-caged SPP

The synthesis of a photolyzable sphingosine 1-phosphate derivative is reported via the reaction of N-(tert-butoxycarbonyl)-2-N,3-O-isopropylidenesphingosine 7 and bis(α-methyl-o-nitrobenzyl) N,N-diisopropylphosphoramidite. Stimulation of DNA synthesis upon illumination of caged SPP-loaded cells is also described.