Thermo Scientific - Pierce Protein Biology Products
     Advanced
Part of Thermo Fisher Scientific  
Document Center


Product Instructions | MSDS | CofA  
User Profile

Email Address:
Password:
 
> Forgot Password
> Register
> Why Register?

Shopping Cart

>Cart is Empty
>Quick Order
>Ordering Information
» Shipping & Handling
» Returns Info
» Security Info
» Terms & Conditions



Email Sign-up  Email Sign-up

Follow us on Facebook  Follow Us


 




NHS-Phosphine Staudinger Reagents


Amine-reactive phosphine reagents for azide-phosphine chemoselective ligation.

NHS-Phosphine and Sulfo-NHS-Phosphine

Thermo Scientific NHS-Phosphine and Sulfo-NHS-Phosphine are amine-reactive compounds that can be used to derivatize primary amines of proteins or amine-coated polymer surfaces for ligation to azide-tagged molecules.

These NHS-ester compounds react to form covalent bonds with primary amines (e.g., side chain of lysine residues or aminosilane-coated surfaces). The phosphine groups (PPh2) react with azide-labeled molecules by a mechanism known as Staudinger chemistry, enabling efficient and specific conjugation of derivatized molecules in biological samples. In combination with different azide-tagged compounds, these NHS-Phosphine reagents facilitate a variety of labeling and crosslinking experimental strategies for investigating protein interactions and cellular pathways.

Highlights:

  • Soluble – reagents easily dissolve in water-miscible solvents for subsequent dilution in aqueous reaction mixtures with cell lysates and other biological samples (Sulfo-NHS-Phosphine is directly water-soluble)
  • Compatible – reaction chemistry occurs effectively in simple buffer conditions; requires no accessory reagents such as copper or reducing agents
  • Specific – NHS esters are specific for covalent attachment to primary amines (side chain of lysine or N-terminus of polypeptides)
  • Chemoselective – Azide and phosphine groups do not react or interfere with components of biological samples but conjugate to one another with high efficiency

Product Details:

Amine-reactive NHS-Phosphine Amine-reactive Sulfo-NHS-Phosphine
Chemical structures of NHS-activated (amine-reactive) phosphine ligation reagents. These reagents label proteins and molecules that contain primary amines (e.g., side-chain of lysine) via the NHS Ester Reaction Chemistry. Labeled molecules will contain a phosphine group (P3), which can be conjugated azide-activated molecules via the Staudinger Ligation Reaction Chemistry.

 

Properties of NHS-Phosphine reagents. These compounds produce the same conjugation product because the group that differs (NHS vs. Sulfo-NHS) is a leaving group in the reaction.
  NHS-Phosphine Sulfo-NHS-Phosphine
Molecular formula C25H20NO6P C25H19NNaO9PS
Molecular weight 461.40 563.45
Spacer arm length 5.4 angstroms 5.4 angstroms
Form Yellow to yellow-orange powder Yellow to yellow-orange powder
SMILES structures

O=C(ON1C(CCC1=O)=O)C2=CC(P(C3=CC=CC=C3)C4=CC=CC=C4)=C(C(OC)=O)C=C2
O=C(ON1C(C(S([O-])(=O)=O)CC1=O)=O)C2=CC(P(C3=CC=CC=C3)C4=CC=CC=C4)=C(C(OC)=O)C=C2.[Na+]

Storage conditions -20°C with desiccant, protect from moisture, use only fresh solutions
Reactive groups N-hydroxysuccinimide ester, reacts with primary amines at pH 7.0-9.0;
Phosphine, reacts with azide groups

Related Resources:

Related Products:


Ordering Information
 
Product # Description Pkg. Size Instructions MSDS CofA Price
88900 NHS-Phosphine
Formulation: Phosphine functionalized as N-hydroxysuccinimide ester; powder solid
Sufficient For: 22mL of typical 1X (1mM) reaction solution, or approx. 5 uses at 2mg reagent per use
10mg Product Instructions for product #88900 NHS-Phosphine MSDS for product #88900 NHS-Phosphine Certificate of Analysis for product #88900 NHS-Phosphine $190.00

Add to cart
88906 Sulfo-NHS-Phosphine
Formulation: Phosphine functionalized as N-hydroxysulfosuccinimide ester; powder solid
Sufficient For: 18mL of typical 1X (1mM) reaction solution, or approx. 5 uses at 2mg reagent per use
10mg Product Instructions for product #88906 Sulfo-NHS-Phosphine MSDS for product #88906 Sulfo-NHS-Phosphine $200.00

Add to cart

 

Antibodies  |   Molecular Biology   |   Cell Biology   |  Thermo Scientific  |   * Trademarks  |   Privacy Statement
© 2013 Thermo Fisher Scientific Inc.   |   3747 N Meridian Rd, Rockford, IL USA 61101   |   1-800-874-3723  or  815-968-0747