Di(N-succinimidyl) 3,3'-Dithiodipropionate [Cross-linking Reagent] - ≥97% , CAS No.57757-57-0

CAS: 57757-57-0 Cat. No.: D155705 Molecular Weight: 404.41 EC Number: 260-931-5

GRADE & PURITY ≥97%

Synonyms

3,3'-Dithiopropionic acid di(N-succinimidyl ester) | 3,3'-DITHIO(SUCCINIMIDYL PROPIONATE) | Di(N-succinimidyl) 3,3 inverted exclamation mark -Dithiodipropionate [Cross-linking Reagent] | SCHEMBL43720 | 3,3'-dithiobis(succinimidyl propionate) | NSC 328386

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) (DSP) is a homobifunctional cross-linking reagent containing a cleavable disulfide linkage. It is typically coupled to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5).

Specifications

Synonyms

3, 3'-Dithiopropionic acid di(N-succinimidyl ester) | 3, 3'-DITHIO(SUCCINIMIDYL PROPIONATE) | Di(N-succinimidyl) 3, 3 inverted exclamation mark -Dithiodipropionate [Cross-linking Reagent] | SCHEMBL43720 | 3, 3'-dithiobis(succinimidyl propionate) | NSC 328386

Specifications & Purity

≥97%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504756183
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756183
• Canonical Smiles: C1CC(=O)N(C1=O)OC(=O)CCSSCCC(=O)ON2C(=O)CCC2=O
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 3-[[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropyl]disulfanyl]propanoate
• InChIKey: FXYPGCIGRDZWNR-UHFFFAOYSA-N
• INCHI: 1S/C14H16N2O8S2/c17-9-1-2-10(18)15(9)23-13(21)5-7-25-26-8-6-14(22)24-16-11(19)3-4-12(16)20/h1-8H2
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)CCSSCCC(=O)ON2C(=O)CCC2=O
• Molecular Weight: 404.41
• Reaxy-Rn: 1518074
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1518074&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Dicarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Dicarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dicarboxylic acids and derivatives
• Alternative Parents: Pyrrolidine-2-ones Dicarboximides Lactams Dialkyldisulfides Carboxylic acid salts Sulfenyl compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Dicarboxylic acid or derivatives - Pyrrolidone - 2-pyrrolidone - Dicarboximide - Pyrrolidine - Carboxylic acid salt - Lactam - Organic disulfide - Dialkyldisulfide - Sulfenyl compound - Organoheterocyclic compound - Azacycle - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic oxygen compound - Organic salt - Organic nitrogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: chloroform: 50 mg/mL；DMF: soluble；acetone: soluble
• Sensitivity: Moisture&heat sensitive
• Melt Point(°C): 133 °C
• Molecular Weight: 404.400 g/mol
• XLogP3: -1.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 11
• Exact Mass: 404.035 Da
• Monoisotopic Mass: 404.035 Da
• Topological Polar Surface Area: 178.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 552.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Wentao Wang, Zhenyu Li, Siming Zhang, Yue Ma, Lei Yu, Qidong Zhang, Guoqing Pan, Dechun Geng, Chen Zhu, Jiaxiang Bai.  (2025)  A Pseudo-Mytilus Edulis Foot Protein-Based Hydrogel Adhesive with Osteo-Vascular-Immune Coupling Effects for Osteoporotic Bone-Implant Integration.  ADVANCED MATERIALS,      [PMID:41190935] [10.1002/adma.202511840]

2. Shi-Cheng Tian, Xun-Huan Song, Ke-Ke Feng, Cheng-Lei Li, Yi-Fan Tu, Yong-Shan Hu, Jing-Wei Shao.  (2025)  Self-oxygenating nanoplatform integrating CRISPR/Cas9 gene editing and immune activation for highly efficient photodynamic therapy.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40262200] [10.1016/j.jcis.2025.137632]

3. Zi-Jian Huang, Feng-Ming Li, Yi-Fan Tu, Ke-Ke Feng, Cheng-Lei Li, Shi-Cheng Tian, Yong-Shan Hu, Jing-Wei Shao, Zhen-Hua Liu.  (2026)  CRISPR/Cas9-Based Vanadium MXene-Free Radical Spatiotemporally Controlled Nanoreactor for Photothermal-Induced Multi-Effect Synergistic Antitumor Therapy.  Advanced Science,      [PMID:] [10.1002/advs.202522535]