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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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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
Katja Peplinski et al.
Applied microbiology and biotechnology, 88(5), 1145-1159 (2010-10-07)
In this study, we have investigated the transcriptome of Ralstonia eutropha H16 during cultivation with gluconate in presence of 3,3'-thiodipropionic acid (TDP) or 3,3'-dithiodipropionic acid (DTDP) during biosynthesis of poly(3-hydroxybutyrate-co-3-mercaptopropionate). Genome-wide transcriptome analyses revealed several genes which were upregulated during
Marc Schürmann et al.
Journal of bacteriology, 195(7), 1538-1551 (2013-01-29)
3-Sulfinopropionyl coenzyme A (3SP-CoA) desulfinase (AcdDPN7) is a new desulfinase that catalyzes the sulfur abstraction from 3SP-CoA in the betaproteobacterium Advenella mimigardefordensis strain DPN7(T). During investigation of a Tn5::mob-induced mutant defective in growth on 3,3'-dithiodipropionate (DTDP) and also 3-sulfinopropionate (3SP)
Tina Lütke-Eversloh et al.
FEMS microbiology letters, 221(2), 191-196 (2003-05-03)
A novel class of biopolymers referred to as polythioesters (PTE) was recently detected when the polyhydroxyalkanoate (PHA) accumulating bacterium Ralstonia eutropha was cultivated in the presence of 3-mercaptopropionic acid (3MP) or 3,3'-thiodipropionic acid (TDP). In this study, 3,3'-dithiodipropionic acid (DTDP)
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
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