|2-Iminothiolane hydrochloride (Traut's Reagent) is a useful reagent for converting primary amine functional groups into free sulfhydryl groups. Traut's reagent (2-IT) is a simple water soluble, ringed molecule that completes this primary amine (-NH2) to sulfhydryl (-SH) conversion reaction in a one-step procedure in the pH range of 7 to 10. Once modification of a protein molecule with 2-Iminothiolane is complete, free amine groups will have been irreversibly converted to a sulfhydryl group with a four atom chain and without significant disruption of the original amine groups protonation state. |
After incorporation of the Traut's free sulfhydryl into a protein or otherwise, this -SH group makes for a very useful handle for further modification, such as selectively reacting this modified protein with a SMCC or BMPS containing conjugates, creating a permanent bond between two proteins. A 2-Iminothiolane modified protein or peptide could also be used to create a reversible link with an SPDP containing conjugate. Please feel free to contact our technical support staff for further questions specifically related to your application.
Package Sizes: 500 mg and 1 gram
Product Numbers: 14104-500mg and 14104-1g
Product Name: 2-Iminothiolane
Alternative Names: 2-IT; Traut's Reagent; 4781-83-3; 2-Iminothiolane HCl; 2-Iminothiolane hydrochloride; Dihydro-2-(3H)-thiophenimine hydrochloride; Dihydro-2-(3H)-thiophenimine HCl; C4H8ClNS
Appearance: White Solid
Purity: is ≥ 90% by quantitative NMR
Storage: 4 °C, protected from moisture
Properties Physical State: Solid
Chemical Formula: C4H8ClNS
Molecular Weight: 137.63
Spacer length: 8.1 Å
Melting Point: 198-201 °C (Lit)
Tariff Code: 2934.99.9000
Citraconic Anhydride (Methylmaleic anhydride) is used to block primary amine (-NH2) groups at pH 7 to 9. Citraconic anhydride reacts with primary amines to create a reversible amide linkage, which can be reversed under acidic conditions or in the presence of hydroxylamine.
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