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P3415 Sigma-Aldrich

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

≥95%, powder

Synonym: N-Succinimidyl 3-(2-pyridyldithio)propionate, SPDP

  • CAS Number 68181-17-9

  • Empirical Formula (Hill Notation) C12H12N2O4S2

  • Molecular Weight 312.36

  •  Beilstein/REAXYS Number 1548137

  •  EC Number 269-034-3

  •  MDL number MFCD00009636

  •  PubChem Substance ID 24898409

  •  NACRES NC.07

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Properties

Related Categories Amine to Sulfhydryl, Chemical Biology, Chemical Synthesis, Crosslinkers, Crosslinking,
Quality Level   200
assay   ≥95%
form   powder
reaction suitability   reagent type: cross-linking reagent
mp   84-86 °C (lit.)
solubility   acetone: 50 mg/mL
  DMF: soluble
storage temp.   −20°C
SMILES string   O=C(CCSSc1ccccn1)ON2C(=O)CCC2=O
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
InChI key   JWDFQMWEFLOOED-UHFFFAOYSA-N

Description

General description

3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester (SPDP) is a heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. It is 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. It incorporates four atom linker.

Application

3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester (SPDP) is useful for the preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.
It has been used for antibody conjugation and as a protein cross-linker.

Packaging

25, 100 mg in poly bottle

5 mg in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Smart Oligonucleotide Delivery by Multifunctional Block Copolymers

1Innovation Center of NanoMedicine, Kawasaki Institute of Industrial Promotion, Tonomachi, Kawasaki-ku, Kawasaki, Japan. 2Department of Materials Engineering, Graduate School of Engineering, The Univ...
Keywords: Adsorption, Aminations, Antitumor agents, Bacterial conjugations, Biochemistry, Cancer, Cell culture, Click chemistry, Clinical, Degradations, Gene expression, Ligands, Oxidations, Polymerization reactions, Reductions, Ring-opening polymerization

Peer-Reviewed Papers
15

References

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