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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:
Molecular Weight:
178.21
Beilstein:
1210299
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Warning

Hazard Statements

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

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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
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
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
E Fehling et al.
Biotechnology and bioengineering, 99(5), 1074-1084 (2007-10-31)
Linear copolymeric polyesters (polyoxoesters) containing thioether functions [poly(3,3'-thiodipropionic acid-co-alpha,omega-alkanediols)] were formed in good yield by esterification of an equimolar mixture of 3,3'-thiodipropionic acid (4-thiaheptane-1,7-dioic acid) and 1,6-hexanediol (weight average molecular mass, M(W) >600 Da: approximately 81% after 6 h) or
Spontaneously organized molecular assemblies. 3. Preparation and properties of solution adsorbed monolayers of organic disulfides on gold surfaces.
Nuzzo R, et al.
Journal of the American Chemical Society, 109(8), 2358-2368 (1987)

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