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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

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Bioorganic & Medicinal Chemistry Letters, 4, 887-887 (1994)
Florine Cavelier et al.
Journal of peptide science : an official publication of the European Peptide Society, 12(10), 621-625 (2006-06-21)
As proline plays an important role in biologically active peptides, many analogues of this residue have been developed to modulate the proportion of cis and trans conformers. A correlation between the pyrrolidine ring shape and structural properties of proline has
Pedro P Corbi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 71(3), 929-931 (2008-03-21)
A new water-soluble lithium salt of thiazolidine-4-carboxylic acid was synthesized and characterized by chemical and spectroscopic techniques. Elemental and mass spectrometric (ESI-MS) analyses of the solid compound fit to the composition LiC(4)H(6)NSO(2). (1)H, (13)C nuclear magnetic resonance (NMR), [(1)H-(15)N] NMR
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
Anahí Magdaleno et al.
PloS one, 4(2), e4534-e4534 (2009-02-21)
It is well established that L-proline has several roles in the biology of trypanosomatids. In Trypanosoma cruzi, the etiological agent of Chagas' disease, this amino acid is involved in energy metabolism, differentiation processes and resistance to osmotic stress. In this
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