3,3'-Dithiodipropionic acid Chemical Properties

Melting point:

155-158 °C(lit.)

Boiling point:

319.8°C (rough estimate)

Density 

1.319 (estimate)

refractive index 

1.5220 (estimate)

storage temp. 

Sealed in dry,Room Temperature

Water Solubility 

Practically insoluble in water

solubility 

DMSO (Sparingly), Methanol (Slightly)

form 

Powder

pka

3.94±0.10(Predicted)

color 

White

BRN 

1778543

InChI

InChI=1S/C6H10O4S2/c7-5(8)1-3-11-12-4-2-6(9)10/h1-4H2,(H,7,8)(H,9,10)

InChIKey

YCLSOMLVSHPPFV-UHFFFAOYSA-N

SMILES

S(CCC(O)=O)SCCC(O)=O

CAS DataBase Reference

1119-62-6(CAS DataBase Reference)

EPA Substance Registry System

Propanoic acid, 3,3'-dithiobis- (1119-62-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

1759

WGK Germany 

3

F 

13

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29309090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3,3'-Dithiodipropionic acid Usage And Synthesis

Chemical Properties

white powder

Uses

3,3′-Dithiodipropionic acid was used as capping agent for introducing charge on gold nanoparticles surfaces.

Uses

Highly reactive species.

Synthesis Reference(s)

Tetrahedron, 41, p. 2903, 1985 DOI: 10.1016/S0040-4020(01)96614-1
Chemical and Pharmaceutical Bulletin, 34, p. 486, 1986 DOI: 10.1248/cpb.34.486

General Description

3,3′-Dithiodipropionic acid forms monolayers on a polycrystalline gold electrode through a self-assembly procedure to form gold 3,3′-dithiodipropionic acid self-assembled monolayer modified electrode. It is the precursor substrate in the synthesis of 3-mercaptopropionic acid-containing polythioesters. It is added as primary carbon supplement in the culture medium of novel betaproteobacterium, strain DPN7.

Research

Besides 3MP, also the organic sulfur compounds (OSCs) 3,3'-thiodipropionic acid (TDP) and 3,3'-dithiodipropionic acid (DTDP) are established precursor substrates for poly(3HB-co-3MP) biosynthesis in R. eutropha H16. Both precursors offer advantages in comparison to 3MP. While higher concentrations of 3MP seriously impair growth of R. eutropha H16, TDP and DTDP are nontoxic OSCs[1-2].

References

[1] Christina Doberstein . “Polythioester synthesis in Ralstonia eutropha H16: Novel insights into 3,3′-thiodipropionic acid and 3,3′-dithiodipropionic acid catabolism.” Journal of biotechnology 184 (2014): Pages 187-198.
[2] Jan Hendrik Wübbeler. “Dihydrolipoamide dehydrogenases of Advenella mimigardefordensis and Ralstonia eutropha catalyze cleavage of 3,3’-dithiodipropionic acid into 3-mercaptopropionic acid.” ACS Applied Electronic Materials (2010): 7023–8.

3,3'-Dithiodipropionic acid(1119-62-6)Related Product Information

• 3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester)
• L-CYSTINE DIHYDROCHLORIDE
• (BOC-CYS-OH)2
• (±)-2,2'-Diamino-3,3'-dithiodipropionic acid
• (AC-CYS-OH)2
• D-PENICILLAMINE DISULFIDE
• N,N'-Bis(benzyloxycarbonyl)-L-cystine
• Dimethyl L-cystinate dihydrochloride
• 3,3'-DITHIODIPROPIONIC ACID DIMETHYL ESTER,3,3-DITHIODIPROPIONIC ACID DIMETHYL ESTER 98+%
• L-Cystine hydrochloride
• N,N'-DIBENZOYL-L-CYSTINE
• L-Cystine
• MESO-CYSTINE
• D-Cystine
• 3,3''-Dithiodipropionic acid dioctadecyl ester
• 3,3'-Thiodipropionic acid
• 3,3'-Dithiodipropionic acid
• DL-CYSTINE HYDROCHLORIDE