I6256

2-Iminothiolane hydrochloride

≥98% (TLC), powder

• Synonim(y): 2-Thiolanimine hydrochloride, 2IT, Dihydro-2(3H)-thiophenimine hydrochloride, Traut’s reagent
• Wzór empiryczny (zapis Hilla): C₄H₇NS · HCl
• Numer CAS: 4781-83-3
• Masa cząsteczkowa: 137.63
• UNSPSC Code: 12352100
• NACRES: NA.21
• PubChem Substance ID: 24896086
• MDL number: MFCD00039013
• Beilstein/REAXYS Number: 3620079
• Assay: ≥98% (TLC)
• Form: powder
• Solubility: H₂O: 100 mg/mL

Właściwości

• Quality Segment: 200
• assay: ≥98% (TLC)
• form: powder
• impurities: ≤5% Free sulfhydryl groups
• mp: 198-201 °C (lit.)
• solubility: H₂O: 100 mg/mL
• functional group: thioether
• storage temp.: 2-8°C
• SMILES string: N=C1SCCC1.Cl
• InChI: 1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H
• InChI key: ATGUDZODTABURZ-UHFFFAOYSA-N

Opis

General description

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

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.

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).

Other Notes

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

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Informacja o środkach bezpieczeństwa

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Klasa składowania: 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
• ppe: Eyeshields, Gloves, type N95 (US)