2-IMINOTHIOLANE
Synonym(s):2IT;2-Thiolanimine hydrochloride;Dihydro-2(3H)-thiophenimine hydrochloride;Traut’s reagent
- CAS NO.:4781-83-3
- Empirical Formula: C4H7NS.ClH
- Molecular Weight: 137.63
- MDL number: MFCD00039013
- EINECS: 800-330-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-28 23:16:16
What is 2-IMINOTHIOLANE?
Chemical properties
White Crystalline Solid
The Uses of 2-IMINOTHIOLANE
2-Iminothiolane hydrochloride is predominantly used as an amine reactive at pH 7-10 and is also an effective thiolation reagent for polysaccharides. It is also used as a RNA-protein crosslinking reagent as well as useful in cross-linking proteins..
The Uses of 2-IMINOTHIOLANE
2-Iminothiolane hydrochloride is a valuable tool in studies of cellular organelles and oligomeric enzymes, using the techniques of protein-protein cross-linking. It may also be used to introduce reactive sulfhydryl groups into proteins for subsequent reaction with alkylating agents or heavy metal compounds.
The Uses of 2-IMINOTHIOLANE
Cross-linking reagent cleavable by thiols.
What are the applications of Application
2-Iminothiolane, Hydrochloride is a thiolane derivitization agent
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.
Purification Methods
Recrystallise the hydrochloride from MeOH/Et2O (m 187-192o) or (MeOH/Me2CO), but after sublimation at ~180o/0.2mm the melting point rises to 202-203o. It has 1HNMR with 2.27 (2H, t), 3.25 (2H, t) and 3.52 (2H, t) in (CD3)2SO. [King et al. Biochemistry 17 1499 1978.] The free base is purifed by vacuum distillation (b 71-72o/6mm) with IR (film) with 1700 (C=N)cm-1 and 1HNMR (CDCl3) with at 3.58 (2H, t) and max 2.10-2.8 (4H, m). The free base is stable on storage but slowly hydrolyses in aqueous solutions with half-lives at 25o of 390hours at pH 9.1, 210hours at pH 10 and 18hours at pH 11. [Traut et al. Biochemistry 12 3266 1973, Biochemistry 17 399 1978, Alagon & King Biochemistry 19 4343 1980, Beilstein 17/9 V 12.]
Properties of 2-IMINOTHIOLANE
Melting point: | 198-201 °C(lit.) |
storage temp. | 2-8°C |
solubility | H2O: 100 mg/mL |
form | powder |
color | White to Off-White |
Water Solubility | Freely soluble in water |
BRN | 3620079 |
CAS DataBase Reference | 4781-83-3(CAS DataBase Reference) |
Safety information for 2-IMINOTHIOLANE
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H301:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P405:Store locked up. P501:Dispose of contents/container to..… |
Computed Descriptors for 2-IMINOTHIOLANE
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