Thiazolidine-2-carboxylic acid

Name: Thiazolidine-2-carboxylic acid
Brand: ALDRICH
Price: 62.1 CHF

97%

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5 G

CHF 62.10

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Informazioni su questo articolo

Formula empirica (notazione di Hill):

C₄H₇NO₂S

Numero CAS:

65126-70-7

Peso molecolare:

133.17

NACRES:

NA.22

PubChem Substance ID:

24870454

UNSPSC Code:

12352100

MDL number:

MFCD00068005

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Nome del prodotto

Thiazolidine-2-carboxylic acid, 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

100

Categorie correlate

Chemical Building Blocks

Heterocyclic Building Blocks

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1 of 4

Questo articolo	328464	251089	512362
Sigma-Aldrich 467995 Thiazolidine-2-carboxylic acid	Sigma-Aldrich 328464 2-Azetidinone	Sigma-Aldrich 251089 2-(Methylthio)pyridine-3-carboxylic acid	Sigma-Aldrich 512362 3-Methylpyridine-2-carboxylic acid
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

GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335

pcodes

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

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

Classe di stoccaggio

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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Action of thiazolidine-2-carboxylic acid, a proline analog, on protein synthesizing systems.

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

Thiazolidine-2-carboxylate derivatives formed from glyoxylate and L-cysteine or L-cysteinylglycine as possible physiological substrates for D-aspartate oxidase.

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

The effect of 2-substituted thiazolidine-4(R)-carboxylic acids on non-protein sulphydryl levels and sulphurtransferase activities in mouse liver and brain.

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)

Thiazolidine-2-carboxylic acid, an adduct of cysteamine and glyoxylate, as a substrate for D-amino acid oxidase.

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.

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Proline Derivatives and Analogs

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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