2,2'-Dipyridyldisulfide

From Wikipedia, the free encyclopedia
Jump to: navigation, search
2,2'-Dipyridyldisulfide
2,2'-Dipyridyldisulfide.svg
Identifiers
CAS number 2127-03-9
ChemSpider 58603 YesY
ChEMBL CHEMBL118678 YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C10H8N2S2
Molar mass 220.31 g mol−1
Melting point 56 to 58 °C (133 to 136 °F; 329 to 331 K)
Hazards
R-phrases R36/37/38
S-phrases S36/37/39
Main hazards Irritant (Xi)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
Infobox references

2,2'-Dipyridyldisulfide, sometimes known as DPS, is used for preparing thiols[1][2] and activating or protecting carboxylic acid with triphenylphosphine in the following reaction.[3] 2,2'-Dipyridyldisulfide Reaction.svg

Uses[edit]

It is also used in molecular biology as an oxidising agent, for example to oxidise free thiols to form disulfide bonds in proteins.

References[edit]

  1. ^ Futaki S. and Kitagawa K. (1994). "Peptide-Unit Assembling Using Disulfide Cross-Linking - a New Approach for Construction of Protein Models". Tetrahedron Lett. 35 (8): 1267–1270. doi:10.1016/0040-4039(94)88040-9. 
  2. ^ "Special Reagents for Thiol Groups". Aldrichimica Acta 4 (3): 33–46. 
  3. ^ Thalmann A., Oertle K. and Gerlach H. "Synthesis of ricinelaidic acid lactone". Org. Synth. 7: 470.