NorrChemica™
SPDP
SPDP | CAS 68181-17-9 | ≥97%
Pack sizes & prices
| Pack size | Excl. VAT | Incl. VAT | Add to cart |
|---|---|---|---|
| 100 mg | €43,20 | ||
| 250 mg | €54,20 | ||
| 1.0 g | €119,20 | ||
| 5.0 g | €298,20 | ||
| 25 g | €629,20 |
Taxes and fees, e.g. VAT, included in the price. Shipping calculated at checkout.Free shipping on EU, UK and EFTA orders above €250, and above €400 to the rest of the world.
Technical Specifications
| CAS Number | 68181-17-9 |
| EC / EINECS Number | 269-034-3 |
| MDL Number | MFCD00009636 |
| SMILES | C1CC(=O)N(C1=O)OC(=O)CCSSC2=CC=CC=N2 |
| InChI | InChI=1S/C12H12N2O4S2/c15-10-4-5-11(16)14(10)18-12(17)6-8-19-20-9-3-1-2-7-13-9/h1-3,7H,4-6,8H2 |
| InChIKey | JWDFQMWEFLOOED-UHFFFAOYSA-N |
| PubChem CID | 100682 |
| Molecular Formula | C₁₂H₁₂N₂O₄S₂ |
| Molecular Weight | 312.4 g/mol |
| Melting Point | 84–86 °C |
| Solubility | Soluble in DMF and DMSO. Insoluble in water. |
| Purity | ≥97% |
| Physical Form | White crystalline solid powder |
| HS Code | 2933.39 |
| Shelf Life | Retest period: 36 months from date of manufacture |
| Storage Conditions | Store frozen (−20 °C) under inert gas. |
Product Description & Scientific Applications
SPDP (N-succinimidyl 3-(2-pyridyldithio)propionate) is a heterobifunctional reagent: its N-hydroxysuccinimide ester reacts with amino groups, and its 2-pyridyl disulfide group reacts with aliphatic thiols. Reaction with a thiol releases pyridine-2-thione, and its absorbance at 343 nm can be measured to follow the reaction.
General reaction: R–NH₂ + SPDP → 2-pyridyl disulfide amide + N-hydroxysuccinimide; R–NH₂ = an amino group, for example of a protein or of a solid support.
Thiolation of proteins. SPDP introduces thiol groups into proteins in two steps: acylation of amino groups, then reduction of the protein-bound 2-pyridyl disulfides with dithiothreitol (DTT). The reduction can leave the native disulfide bonds of the protein intact.
General reaction: 2-pyridyl disulfide amide → thiol + pyridine-2-thione.
Protein–protein conjugates. A protein without free thiols, once modified with SPDP, reacts by thiol–disulfide exchange with a protein that carries a native or introduced thiol, giving a disulfide-linked conjugate. Enzyme–enzyme, enzyme–albumin and enzyme–antibody conjugates have been prepared in this way. Ricin A chain and gelonin have each been coupled to a monoclonal antibody with SPDP through a disulfide linkage. The disulfide bond between the two proteins can be split by reduction or by thiol–disulfide exchange, so the conjugation is reversible.
General reaction: 2-pyridyl disulfide amide + R′–SH → disulfide-linked conjugate + pyridine-2-thione; R′–SH = a native or introduced thiol of a second molecule.
Peptide–carrier conjugates. SPDP has been used to link a synthetic peptide to an immunogenic carrier protein through the thiol of a cysteine residue.
Liposomes and nanoparticles. A monoclonal antibody, itself modified with SPDP, has been coupled to liposomes that contain SPDP-substituted phosphatidylethanolamine. Amino-functionalised nanoparticles activated with SPDP have been coupled to a protein carrying an introduced thiol.
Shipping Destinations
- EU & UK: Priority delivery, 2–5 business days.
- United States (DDP): 3–7 business days, duties and taxes prepaid.
- EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
- Worldwide: 7–14 business days, selected locations.
Safety Information
| Hazard Class | Not classified as dangerous goods |
| Transport Category | Not dangerous goods (ADR/IATA/IMDG) |
Documentation
| Safety Data Sheet | Download PDF |
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