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T30201

Sigma-Aldrich

3,3′-Thiodipropionic acid

97%

Synonym(s):

Bis(2-carboxyethyl) sulfide

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About This Item

Linear Formula:
S(CH2CH2COOH)2
CAS Number:
111-17-1
Molecular Weight:
178.21
Beilstein:
1210299
EC Number:
203-841-3
MDL number:
MFCD00002781
UNSPSC Code:
12352100
PubChem Substance ID:
24900099
NACRES:
NA.22

Quality Level

200

Assay

97%

mp

131-134 °C (lit.)

SMILES string

OC(=O)CCSCCC(O)=O

InChI

1S/C6H10O4S/c7-5(8)1-3-11-4-2-6(9)10/h1-4H2,(H,7,8)(H,9,10)

InChI key

ODJQKYXPKWQWNK-UHFFFAOYSA-N

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Application

3,3′-Thiodipropionic acid is an organic disulfide that can be used as a ligand for the synthesis of cadminum and zinc coordination polymers with luminescent properties.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

262.4 °F - closed cup

Flash Point(C)

128 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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L C McDonald et al.
Applied and environmental microbiology, 45(2), 360-365 (1983-02-01)
Escherichia coli LSUFS was injured either by freezing at -10 degrees C or by heating at 57 degrees C for 12 min. Surviving cells were recovered on nonselective tryptone-glucose extract agar and selective violet red bile agar supplemented with compounds
Yasutaka Kamei et al.
Macromolecular bioscience, 7(3), 364-372 (2007-03-21)
To prepare sulfur-containing natural polymers effectively, several plant oils and 3,3'-thiodipropionic acid (TDP) have been used as carbon sources for the biosynthesis of copolymer poly[(3-hydroxybutyrate)-co-(3-mercaptopropionate)] [poly(3HB-co-3MP)] by a wild-type bacterium Cupriviadus necator H16. By using the plant oils, copolymer accumulation
Nadine Bruland et al.
The Journal of biological chemistry, 284(1), 660-672 (2008-11-13)
The thioether 3,3-thiodipropionic acid can be used as precursor substrate for biotechnological synthesis of 3-mercaptopropionic acid-containing polythioesters. Therefore, the hitherto unknown catabolism of this compound was elucidated to engineer novel and improved polythioester biosynthesis pathways in the future. Bacteria capable
T Lütke-Eversloh et al.
Microbiology (Reading, England), 147(Pt 1), 11-19 (2001-02-13)
This is the first report on the biosynthesis of a hitherto unknown, sulfur-containing polyester and also the first report on a bacterial polymer containing sulfur in the backbone. The Gram-negative polyhydroxyalkanoate (PHA)-accumulating bacterium Ralstonia eutropha synthesized a copolymer of 3-hydroxybutyrate
Jan Hendrik Wübbeler et al.
Microbiology (Reading, England), 156(Pt 4), 1221-1233 (2009-12-05)
Application of the non-toxic 3,3'-thiodipropionic acid (TDP) and 3,3'-dithiodipropionic acid (DTDP) as precursors for the microbial production of polythioesters (PTEs), a class of biologically persistent biopolymers containing sulphur in the backbone, was successfully established previously. However, synthesis of PTEs containing
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