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467995

Thiazolidin-2-carbonsäure

97%

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Über diesen Artikel

Empirische Formel (Hill-System):
C4H7NO2S
CAS-Nummer:
Molekulargewicht:
133.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:

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Produktname

Thiazolidin-2-carbonsäure, 97%

InChI

1S/C4H7NO2S/c6-4(7)3-5-1-2-8-3/h3,5H,1-2H2,(H,6,7)

SMILES string

OC(=O)C1NCCS1

InChI key

ULSZVNJBVJWEJE-UHFFFAOYSA-N

assay

97%

mp

176 °C (lit.)

functional group

carboxylic acid
thioether

Quality Level

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Dieser Artikel
328464251089512362
assay

97%

assay

98%

assay

98%

assay

97%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

176 °C (lit.)

mp

74-76 °C (lit.)

mp

215-217 °C (lit.)

mp

114-118 °C

functional group

carboxylic acid

functional group

-

functional group

carboxylic acid, thioether

functional group

carboxylic acid

Application

Thiazolidine-2-carboxylic acid may be used in the synthesis of azabicycloadducts[1] and 5-aryl-2,3-dihydropyrrolo[2,1-b]thiazole-6,7-dimethanol 6,7-bis(isopropylcarbamates).[2]

General description

Thiazolidine-2-carboxylic acid (β-thiaproline) is a proline analog.[3] It is an important building block of β-lactam antibiotics. Its X-ray photoelectron spectra has been investigated.[4] It has been reported as a physiological substrate of hog kidney D-amino acid oxidase. Thiazolidine-2-carboxylic acid can be synthesized from cysteamine and glyoxylate.[5]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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V Busiello et al.
Biochimica et biophysica acta, 564(2), 311-321 (1979-09-27)
Thiazolidine-2-carboxylic acid, or beta-thiaproline, is a proline analog in which the beta methylene group of proline is substituted by a sulfur atom. It has been deomonstrated that beta-thiaproline is activated and transferred to tRNAPro by Escherichia coli and rat liver
C L Burns et al.
Biochemical and biophysical research communications, 125(3), 1039-1045 (1984-12-28)
Adducts of glyoxylate with L-cysteine or L-cysteinylglycine were found to be excellent substrates at low concentrations for beef kidney D-aspartate oxidase. Evidence is presented that cis-thiazolidine-2,4-dicarboxylate and its glycine amide are the actual substrates, and that both are converted in
L Włodek et al.
Biochemical pharmacology, 46(1), 190-193 (1993-07-06)
2-Substituted thiazolidine-4(R)-carboxylic acids (TD) were found to increase the concentration of non-protein sulphydryls (NPSH) and the activity of rhodanese (thiosulphate sulphurtransferase, EC 2.8.1.1) and 3-mercaptopyruvate sulphurtransferase (EC 2.8.1.2) in mouse liver. These properties suggest TDs are potentially hepatoprotective compounds. However
Synthesis and chromatographic properties of selenazolidine-2-carboxylic acid (beta-selenaproline).
C De Marco et al.
The Italian journal of biochemistry, 28(2), 104-110 (1979-03-01)
P F Fitzpatrick et al.
The Journal of biological chemistry, 257(3), 1166-1171 (1982-02-10)
A mixture of cysteamine and glyoxylate, proposed by Hamilton et al. to form the physiological substrate of hog kidney D-amino acid oxidase (Hamilton, G. A., Buckthal, D. J., Mortensen, R. M., and Zerby, K. W. (1979) Proc. Natl. Acad. Sci.

Artikel

Proline analogues are promising candidates for tuning the biological, pharmaceutical, or physicochemical properties of naturally occuring, as well as de novo designed, linear, and, cyclic peptides.

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