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Merck
CN

56810

Sigma-Aldrich

2-Iminothiolane hydrochloride

≥98.0% (TLC)

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:
4781-83-3
Molecular Weight:
137.63
Beilstein:
3620079
MDL number:
MFCD00039013
UNSPSC Code:
12352100

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Assay

≥98.0% (TLC)

mp

192-197 °C
198-201 °C (lit.)

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

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Other Notes

A cross-linking reagent useful for the production of disulfide-linked, cleavable dimers in proteins ; Thiolation of polysaccharides; An effective RNA-protein cross-linking agent

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A C Alagon et al.
Biochemistry, 19(18), 4341-4345 (1980-09-02)
2-Iminothiolane, a cyclic thioimidate, is known to react readily with amino groups of proteins to give amidinated derivatives containing reactive sulfhydryl groups. In this report it will be shown that 2-iminothiolane also reacts with hydroxyl and sulfhydryl groups. Such a
Cross-linking of ribosomes using 2-iminothiolane (methyl 4-mercaptobutyrimidate) and identification of cross-linked proteins by diagonal polyacrylamide/sodium dodecyl sulfate gel electrophoresis.
J W Kenny et al.
Methods in enzymology, 59, 534-550 (1979-01-01)
R. Singh et al.
Analytical Biochemistry, 23, 114-114 (1996)
T T el-Baradi et al.
FEBS letters, 186(1), 26-30 (1985-07-01)
Saccharomyces carlsbergensis 60 S ribosomal subunits were treated with the hetero-bifunctional crosslinking agent 2-iminothiolane and then subjected to mild UV irradiation to introduce protein-rRNA crosslinks. The major crosslinked products were identified as proteins L2, L3, L5, L19 and L23 of
Jonathan O Martinez et al.
Biomaterials, 35(37), 9824-9832 (2014-09-02)
Nanovectors are a viable solution to the formulation of poorly soluble anticancer drugs. Their bioaccumulation in the tumor parenchyma is mainly achieved exploiting the enhanced permeability and retention (EPR) effect of the leaky neovasculature. In this paper we demonstrate that
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