2,5-Dioxopyrrolidin-1-yl acrylate (N-Succinimidyl acrylate) is a protein cross-linker. 2,5-Dioxopyrrolidin-1-yl acrylate reacts with monoclonal anti-horseradish peroxidase IgG antibodies to modify lysine residues.

Physicochemical Properties

Molecular Formula	C7H7NO4
Molecular Weight	169.13
Exact Mass	169.037
CAS #	38862-24-7
Related CAS #	37017-08-6
PubChem CID	181508
Appearance	Off-white to light yellow solid powder
Density	1.3±0.1 g/cm3
Boiling Point	251.3±23.0 °C at 760 mmHg
Melting Point	69 °C
Flash Point	105.8±22.6 °C
Vapour Pressure	0.0±0.5 mmHg at 25°C
Index of Refraction	1.520
LogP	-1.21
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Heavy Atom Count	12
Complexity	242
Defined Atom Stereocenter Count	0
SMILES	C=CC(ON1C(CCC1=O)=O)=O
InChi Key	YXMISKNUHHOXFT-UHFFFAOYSA-N
InChi Code	InChI=1S/C7H7NO4/c1-2-7(11)12-8-5(9)3-4-6(8)10/h2H,1,3-4H2
Chemical Name	(2,5-dioxopyrrolidin-1-yl) prop-2-enoate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Okyem S, et, al. High-Affinity Points of Interaction on Antibody Allow Synthesis of Stable and Highly Functional Antibody-Gold Nanoparticle Conjugates. Bioconjug Chem. 2021 Aug 18;32(8):1753-1762.

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (591.26 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (14.78 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (14.78 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (14.78 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	5.9126 mL	29.5631 mL	59.1261 mL
	5 mM	1.1825 mL	5.9126 mL	11.8252 mL
	10 mM	0.5913 mL	2.9563 mL	5.9126 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.