I6256
2-Iminothiolane hydrochloride
≥98% (TLC), powder
Synonym(s):
2-Thiolanimine hydrochloride, 2IT, Dihydro-2(3H)-thiophenimine hydrochloride, Traut’s reagent
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About This Item
Empirical Formula (Hill Notation):
C4H7NS · HCl
CAS Number:
Molecular Weight:
137.63
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3620079
Assay:
≥98% (TLC)
Form:
powder
Solubility:
H2O: 100 mg/mL
InChI
1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H
SMILES string
N=C1SCCC1.Cl
InChI key
ATGUDZODTABURZ-UHFFFAOYSA-N
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
Quality Level
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
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.
Other Notes
Note that the amidine linkage preserves original primary amine positive charge. Incorporates a five atom linker.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
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)
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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.
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R R Traut et al.
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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
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