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NHS-Phosphine Staudinger Reagent

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

NHS-Phosphine and Sulfo-NHS-Phosphine

Thermo Scientific NHS-Phosphine is an amine-reactive compound that can be used to derivatize primary amines of proteins or amine-coated polymer surfaces for ligation to azide-tagged molecules.

This NHS-ester compound reacts to form covalent bonds with primary amines (e.g., side chain of lysine residues or aminosilane-coated surfaces). The phosphine group (PPh2) reacts 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, this NHS-Phosphine reagent facilitates a variety of labeling and crosslinking experimental strategies for investigating protein interactions and cellular pathways.


  • Soluble – reagent easily dissolves in water-miscible solvents for subsequent dilution in aqueous reaction mixtures with cell lysates and other biological samples
  • 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 (bioorthogonal) but conjugate to one another with high efficiency

Product Details:

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

Properties of NHS-Phosphine.
Molecular formula C25H20NO6P
Molecular weight 461.40
Spacer arm length 5.4 angstroms
Form 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
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:

Azide-Phosphine Reagent Guide
Review of Metabolic Labeling for Chemoselective Ligation
Review of Staudinger Ligation Reaction Chemistry
Superiority of Azide-Phosphine Chemistry

Related Products:

Azide-Sugars for Metabolic Labeling and Detection
NHS-Azide Staudinger Ligation Reagents
Phosphine-activated DyLight Fluors

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 $308.00

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Instructions | MSDS | CofA
Product Instructions | MSDS | CofA  

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