Dithiobutylamine

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Dithiobutylamine[1]
Skeletal formula of dithiobutylamine
Names
Preferred IUPAC name
(S)-2-aminobutane-1,4-dithiol
Other names
DTBA
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C4H11NS2/c5-4(3-7)1-2-6/h4,6-7H,1-3,5H2/t4-/m0/s1
    Key: VGLCUHJZKWYDPC-BYPYZUCNSA-N
  • SC[C@H](CCS)N
Properties
C4H11NS2
Molar mass 137.26 g/mol
Appearance White solid[1]
Odor Nearly odorless[1]
Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dithiobutylamine (DTBA) is a reducing agent intended as an alternative for DTT in biochemical uses. It was designed to be easily synthesized in non-racemic form, to have a lower pKa (allowing more effective reduction at neutral pH), and to have a low disulfide E°′ reduction potential.[1] It was rationally designed & reported in 2012.[1] It is commercially available.

See also

References

  1. ^ a b c d e Lukesh, John C.; Palte, Michael J.; Raines, Ronald T. (2012-02-21). "A Potent, Versatile Disulfide-Reducing Agent from Aspartic Acid". Journal of the American Chemical Society. 134 (9). American Chemical Society (ACS): 4057–4059. doi:10.1021/ja211931f. ISSN 0002-7863. PMC 3353773. PMID 22353145.
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