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3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester

CAS 68181-17-9C12H12N2O4S2Chemical Synthesis

3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester (CAS: 68181-17-9, C12H12N2O4S2) is a heterobifunctional cross-linking reagent with a molecular weight of 312.36. It facilitates conjugation via amine and sulfhydryl group reactivity, employing amide bond formation and thiol-disulfide exchange respectively. This reagent is valuable in chemical biology and synthesis for preparing conjugates and modified biomolecules.

IUPAC
N-Succinimidyl 3-(2-pyridyldithio)propionate,SPDP
Synonyms
N-Succinimidyl 3-(2-pyridyldithio)propionate,SPDP
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3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester (C12H12N2O4S2) — chemical structure, CAS 68181-17-9; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical BiologyChemical SynthesisCrosslinkersCrosslinkingCrosslinking ReagentsLinkers and CrosslinkersMolecular BiologyProtein InteractionProtein ModificationProtein Structural Analysis
01 /Applications

Heterobifunctional Cross-linking

This reagent enables site-specific cross-linking between molecules containing primary amines and sulfhydryl groups. It is typically used to form stable conjugates for various biochemical applications.

Protein Modification and Conjugation

It is employed in the preparation of enzyme-immunoconjugates and hapten-carrier molecule conjugates. The 4-atom linker provides spatial separation between coupled entities.

Protected Thiolation

The reagent can also function as a protected thiolating agent after initial coupling and subsequent reduction of the disulfide bond, allowing for controlled introduction of sulfhydryl groups.

02 /Properties
Molecular weight312.36
Empirical formulaC12H12N2O4S2
Assay≥95%
Formpowder
Solubilityacetone: soluble50 mg/mLDMF: soluble
Storage temperature−20°C
ApplicationA heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5). Second coupling specific for molecules containing free sulfhydryl by thiol-disulfide exchange buffered at pH 8.0 (7.5-8.5). Alternately, this reagent may be used as a protected thiolating reagent following initial coupling and reduction of linker. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. Incorporates 4 atom linker.
Melting point84-86 °C(lit.)
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
68181-17-9
MDL number
MFCD00009636
PubChem substance
24898409
Beilstein registry
1548137
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-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester used for?

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This compound is a heterobifunctional cross-linking reagent used for conjugating molecules with primary amines and sulfhydryl groups, preparing enzyme immunoconjugates, hapten-carrier conjugates, and as a protected thiolating reagent.

What are the CAS number and formula for 3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester?

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The CAS number is 68181-17-9 and the empirical formula is C12H12N2O4S2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product with an assay of ≥95%. It is not supplied as USP, BP, or EP grade.

How should 3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester be handled safely?

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This compound is a potential irritant to the skin, eyes, and respiratory tract (H315, H319, H335). Handle with appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves, in a well-ventilated area. Avoid inhalation and contact.

How is this chemical packed and shipped?

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This chemical is typically stored at -20°C. It is available for purchase and export globally by Tech Serve Solutions.

How can I request a sample or quote?

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Please contact our sales team via the website or direct inquiry to request a sample or a quotation for this product.

Need 3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester in a specific grade or volume?