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I6256

Sigma-Aldrich

2-Iminothiolane hydrochloride

≥98% (TLC), powder

Synonyme(s) :

2-Thiolanimine hydrochloride, 2IT, Dihydro-2(3H)-thiophenimine hydrochloride, Traut’s reagent

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About This Item

Formule empirique (notation de Hill) :
C4H7NS · HCl
Numéro CAS:
4781-83-3
Poids moléculaire :
137.63
Beilstein:
3620079
Numéro MDL:
MFCD00039013
Code UNSPSC :
12352100
ID de substance PubChem :
24896086
Nomenclature NACRES :
NA.21

Qualité

for analytical purposes

Essai

≥98% (TLC)

Forme

powder

Impuretés

≤5% Free sulfhydryl groups

Pf

198-201 °C (lit.)

Solubilité

H2O: 100 mg/mL

Groupe fonctionnel

thioether

Température de stockage

2-8°C

Chaîne SMILES 

N=C1SCCC1.Cl

InChI

1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H

Clé InChI

ATGUDZODTABURZ-UHFFFAOYSA-N

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Description générale

2-Iminothiolane hydrochloride (2-IT.HCl), a protein modification reagent, is commonly employed to attach thiol groups to proteins and peptides. Raman spectroscopic analysis of hair keratin fibers modified with 2-IT.HCl showed the formation of new disulfide groups.

Application

2-Iminothiolane hydrochloride has been used in the synthesis of thiolated PEG (poly(ethylene glycol). It may be used to synthesize PLA-SH (polyethylene glycol-thiol) and PLA-PEG-SH (polyethylene glycol–polylactic acid-thiol).
Thiolating reagent for primary amines. Reacts at pH 7-10 by amidine bond to present free sulfhydryl. Useful in preparation of disulfide and/or thioether linked conjugates.

Autres remarques

Note that the amidine linkage preserves original primary amine positive charge. Incorporates a five atom linker.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
SLCL4349
SLCK8610
SLCK5080
SLCK4538
SLCJ8672

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Consulter la Bibliothèque de documents

Akio Kuzuhara
Biopolymers, 79(4), 173-184 (2005-09-08)
For the purpose of investigating in detail the influence of chemical modification using 2-iminothiolane hydrochloride (2-IT) on keratin fibers, the structure of cross-sections at various depths of white human hair, treated with 2-IT and then oxidized, was directly analyzed without
Sitah Al Harthi et al.
Scientific reports, 9(1), 9563-9563 (2019-07-04)
This study aims to prepare, characterize and evaluate the pharmacokinetics of liposomal donepezil HCl (LDH) dispersed into thiolated chitosan hydrogel (TCH) in rabbits. Various hydrogels including TCH were prepared, and after characterization, TCH was selected for subsequent evaluations, due to
Methyl 4-mercaptobutyrimidate as a cleavable cross-linking reagent and its application to the Escherichia coli 30S ribosome.
R R Traut et al.
Biochemistry, 12(17), 3266-3273 (1973-08-14)
Hafizah Mahmud et al.
International journal of molecular sciences, 19(3) (2018-03-03)
We recently have established a successful xenograft model of human glioblastoma cells by enriching hyaluronic acid-dependent spheroid-forming populations termed U251MG-P1 cells from U251MG cells. Since U251MG-P1 cells have been confirmed to express CD44 along with principal stemness marker genes, OCT3/4
Alexander Ewe et al.
Nanomedicine : nanotechnology, biology, and medicine, 13(1), 209-218 (2016-08-25)
Therapeutic applications of RNA interference (RNAi) require efficient siRNA delivery strategies in vivo. Combining lipid-based carriers with polymeric nanoparticles offers the favorable properties of both systems. This is the first study to explore polyethylenimine-based lipopolyplexes comprising a low-molecular weight PEI
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