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T27502

Sigma-Aldrich

L-4-Thiazolidinecarboxylic acid

98%

Synonym(s):

L-Thiaproline

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About This Item

Empirical Formula (Hill Notation):
C4H7NO2S
CAS Number:
34592-47-7
Molecular Weight:
133.17
Beilstein:
81065
EC Number:
252-106-3
MDL number:
MFCD00005212
UNSPSC Code:
12352106
PubChem Substance ID:
24900069
NACRES:
NA.22

Assay

98%

form

powder

optical activity

[α]20/D −141°, c = 1.3 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

190-200 °C (dec.) (lit.)

SMILES string

OC(=O)[C@@H]1CSCN1

InChI

1S/C4H7NO2S/c6-4(7)3-1-8-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1

InChI key

DZLNHFMRPBPULJ-VKHMYHEASA-N

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Application

Used in peptide coupling reactions.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Bioorganic & Medicinal Chemistry Letters, 4, 887-887 (1994)
Hyun-Ji Kim et al.
Analytica chimica acta, 702(2), 225-232 (2011-08-16)
We describe a simple derivatization method to determine aldehydes. This method is based on derivatization with D-cysteine and consecutive liquid chromatography-tandem mass spectrometry (LC-MS/MS). The optimum derivatization conditions of aldehydes with D-cysteine were 10 min at 50°C and pH 7.0.
Rapid photoassisted access to N,O,S-polyheterocycles with benzoazocine and hydroquinoline cores: intramolecular cycloadditions of photogenerated azaxylylenes.
Olga A Mukhina et al.
Angewandte Chemie (International ed. in English), 50(40), 9423-9428 (2011-09-02)
Rajani Korukonda et al.
Journal of medicinal chemistry, 49(17), 5282-5290 (2006-08-18)
Calpain is a cytosolic cysteine endopeptidase that has been implicated in a number of disorders including cancer. We have synthesized and studied the mu-calpain inhibitory activity and cytotoxicity of peptidyl aldehydes and peptidyl alpha-ketoamides with N-substituted D-proline or L-thiaproline residues
Masashi Suo et al.
Cancer letters, 237(2), 256-262 (2005-07-30)
An excessive duodenal reflux induced by surgery has been widely accepted to cause gastric carcinogenesis in the remnant stomach. As one of causative factors for malignancy, N-nitroso compounds produced by enteric bacteria have been postulated. However, there is no concrete
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