Dithiobutylamine

Dithiobutylamine^[1]
Names
	Preferred IUPAC name (S)-2-aminobutane-1,4-dithiol
	Other names DTBA
Identifiers
CAS Number	1363594-47-1(2S); 1363376-98-0 (hydrochloride);
3D model (JSmol)	Interactive image;
ChemSpider	32696684;
PubChem CID	89734616;
	InChI InChI=1S/C4H11NS2/c5-4(3-7)1-2-6/h4,6-7H,1-3,5H2/t4-/m0/s1 Key: VGLCUHJZKWYDPC-BYPYZUCNSA-N;
	SMILES SC[C@H](CCS)N;
Properties
Chemical formula	C4H11NS2
Molar mass	137.26 g/mol
Appearance	White solid
Odor	Nearly odorless
Solubility in water	Soluble
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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.

References

^ ^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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[Lukesh2012-1] 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.

[1]

See also

References