207516-14-1

Basic information

• Product Name: BIS[1-(2-NITROPHENYL)ETHYL] N,N-DIISOPROPYLPHOSPHORAMIDITE
• Synonyms: BIS[1-(2-NITROPHENYL)ETHYL] N,N-DIISOPROPYLPHOSPHORAMIDITE;Bis(1-Methylethyl)phosphoraMidous Acid Bis[1-(2-nitrophenyl)ethyl] Ester
• CAS NO: 207516-14-1
• Molecular Formula: C₂₂H₃₀N₃O₆P
• Molecular Weight: 463.463861
• Product Categories: Phospholipids - 13C & 2H;Phosphorylating and Phosphitylating Agents
• Mol File: 207516-14-1.mol

Chemical Properties

• Melting Point: 48-50°C
• Boiling Point: 508.296°C at 760 mmHg
• Flash Point: 261.208°C
• Appearance: /
• Vapor Pressure: 0mmHg at 25°C
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• PKA: 3.35±0.70(Predicted)
• CAS DataBase Reference: BIS[1-(2-NITROPHENYL)ETHYL] N,N-DIISOPROPYLPHOSPHORAMIDITE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS[1-(2-NITROPHENYL)ETHYL] N,N-DIISOPROPYLPHOSPHORAMIDITE(207516-14-1)
• EPA Substance Registry System: BIS[1-(2-NITROPHENYL)ETHYL] N,N-DIISOPROPYLPHOSPHORAMIDITE(207516-14-1)

Safety Data

• Hazardous Substances Data: 207516-14-1(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

InChI:InChI=1/C22H30N3O6P/c1-15(2)23(16(3)4)32(30-17(5)19-11-7-9-13-21(19)24(26)27)31-18(6)20-12-8-10-14-22(20)25(28)29/h7-18H,1-6H3

Upstream product

• 80379-10-8 1-(2-nitrophenyl)ethan-1-ol 
• 921-26-6 N,N-diisopropylphosphoramide dichloride 
• 577-59-3 2-acetylnitrobenzene 

Downstream Products

• 25798-61-2 ortho-nitroso acetophenone 
• 207516-11-8 Phosphoric acid (E)-(2S,3R)-2-amino-3-hydroxy-octadec-4-enyl ester bis-[1-(2-nitro-phenyl)-ethyl] ester 
• 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 
• 1404341-61-2 6-O-bis[1-(2-nitrophenyl)ethoxyphosphoryl]-D-trehalose 

Relevant articles and documents

INDUCTION OF FLORAL DEVELOPMENT IN PLANTS

The present invention relates to methods and uses of photo-labile compounds which are trehalose-6-phosphate or trehalose-6-phosphonate or agriculturally acceptable salts thereof in the induction of floral development in plants. The invention also concerns

TREATING WATER STRESS IN PLANTS

The present invention relates to methods and uses of photo-labile compounds which are trehalose-6-phosphate or trehalose-6-phosphonate or agriculturally acceptable salts thereof in the treatment of water stress in plants. The invention also concerns methods and the use of the compounds for resurrection of water stressed plants, and for improvement of yield of crop plants under water stressed conditions compared with untreated plants.

Chemical intervention in plant sugar signalling increases yield and resilience

The pressing global issue of food insecurity due to population growth, diminishing land and variable climate can only be addressed in agriculture by improving both maximum crop yield potential and resilience. Genetic modification is one potential solution, but has yet to achieve worldwide acceptance, particularly for crops such as wheat. Trehalose-6-phosphate (T6P), a central sugar signal in plants, regulates sucrose use and allocation, underpinning crop growth and development. Here we show that application of a chemical intervention strategy directly modulates T6P levels in planta. Plant-permeable analogues of T6P were designed and constructed based on a 'signalling-precursor' concept for permeability, ready uptake and sunlight-triggered release of T6P in planta. We show that chemical intervention in a potent sugar signal increases grain yield, whereas application to vegetative tissue improves recovery and resurrection from drought. This technology offers a means to combine increases in yield with crop stress resilience. Given the generality of the T6P pathway in plants and other small-molecule signals in biology, these studies suggest that suitable synthetic exogenous small-molecule signal precursors can be used to directly enhance plant performance and perhaps other organism function.

MODIFICATION OF TREHALOSE-6-PHOSPHATE LEVELS IN PLANTS

Compounds which are trehalose-6-phosphate or trehalose-6-phosphonate precursors of formula (I) or agriculturally acceptable salts thereof are provided: (I) The compounds are useful in increasing starch production in plants.

Synthesis of fluorescein phosphorotriesters using photolabile protecting groups

Fluorescein phosphorotriesters 5, each having four identical photoactivatable adducts have been synthesized to investigate their applications as intracellular fluorescence indicators.

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.