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3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester)

CAS 57757-57-0C14H16N2O8S2Chemical Synthesis

3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) (CAS 57757-57-0) is a homobifunctional cross-linking reagent with a molecular weight of 404.42. It features a cleavable disulfide bond and NHS ester groups that react with primary amines to form stable amide bonds. This compound is primarily utilized in chemical biology and synthesis for protein modification, structural analysis, and studying protein interactions.

IUPAC
DTSP,Di(N-succinimidyl) 3,3′-dithiodipropionate,Dithiobis(succinimidyl propionate),Lomant’s reagent
Synonyms
DTSPDi(N-succinimidyl) 3,3′-dithiodipropionateDithiobis(succinimidyl propionate)Lomant’s reagent
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3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) (C14H16N2O8S2) — chemical structure, CAS 57757-57-0; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical BiologyChemical SynthesisCrosslinkersCrosslinkingCrosslinking ReagentsLinkers and CrosslinkersMolecular BiologyProtein InteractionProtein ModificationProtein Structural Analysis
01 /Applications

Homobifunctional Crosslinking

Utilises its two N-hydroxysuccinimide ester groups to covalently link molecules containing primary amines, such as proteins and peptides, by forming stable amide bonds. The disulfide linkage allows for subsequent cleavage under reducing conditions.

Protein Modification and Analysis

Enables the modification of proteins for structural studies or to investigate protein-protein interactions. The cleavable disulfide bond is particularly useful for analysing protein complexes.

Chemical Synthesis

Serves as a versatile building block in organic synthesis, particularly for introducing disulfide-containing linkers into more complex molecules.

02 /Properties
Molecular weight404.42
Empirical formulaC14H16N2O8S2
Formpowder
Solubilitychloroform: soluble50 mg/mLDMF: solubleacetone: soluble
Storage temperature−20°C
ApplicationHomobifunctional cross-linking reagent containing a cleavable disulfide linkage. Typically coupled to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5).
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
57757-57-0
MDL number
MFCD00042045
Beilstein registry
1518074
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) used for?

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This compound is primarily used as a homobifunctional cross-linking reagent in chemical biology and synthesis. It facilitates protein modification, structural analysis, and the study of protein interactions by linking molecules with primary amines via stable amide bonds, with a cleavable disulfide bond for further manipulation.

What are the CAS number and formula for this product?

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The CAS number is 57757-57-0 and the empirical formula (Hill notation) is C14H16N2O8S2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product as a research-grade chemical. TSS does not represent this product as meeting USP, BP, EP, or any other pharmacopoeia standards.

How should this chemical be handled safely?

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This chemical is a potential irritant to the respiratory tract, skin, and eyes. Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, should be worn. Ensure adequate ventilation and avoid dust formation.

How is this product packed and exported?

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This product is typically supplied as a powder and is packaged according to industry standards for safe handling, storage, and international export. Specific packaging details are available upon request.

How can I request a sample or quote?

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To request a sample or obtain a quote for 3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester), please contact our sales department via the website or your dedicated account manager.

Need 3,3′-Dithiodipropionic acid di(N-hydroxysuccinimide ester) in a specific grade or volume?