Thermo Scientific Pierce Traut's Reagent (2-iminothiolane) is a small thiolation compound that reacts with primary amines (e.g., lysine side chains) to add a small spacer arm (8.1 angstroms) terminated by a free sulfhydryl group.
Traut's Reagent (2-iminothiolane or 2-IT) is a cyclic thioimidate compound for thiolation (sulfhydryl addition). Traut's Reagent reacts with primary amines (–NH2) to introduce sulfhydryl (–SH) groups while maintaining charge properties similar to the original amino group. Once added, sulfhydryl groups can be specifically targeted for reaction in a variety of useful labeling, crosslinking and immobilization procedures.
- Simple – one-step conversion of amines to sulfhydryls
- Specific – selective and spontaneous modification of primary amines at pH 7-10
- Flexible – incorporates a five-atom spacer arm to reduce steric hindrance
- Soluble – preserves the original positive charge to preserve protein solubility
Structure and properties of Traut's Reagent:
- Alternative names: 2-Iminothiolane, 2-IT
- Molecular formula: C3H7NS•HCl
- Molecular weight: 137.63
- CAS number: 4781-83-3
- Absorption maximum: 248nm (in 0.1M HCl)
- Extinction coefficient: 8840 M-1 cm-1 (in 0.1M HCl)
- Solubility: water or aqueous buffer
- Storage conditions: store at 4°C with desiccant
|Reaction scheme of Traut's Reagent (2-iminothiolane). The target may be a protein, peptide or other primary amine-containing molecule.
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Overview of crosslinking and protein modification
SATA – alternative sulfhydryl-addition reagent
SATP – slightly longer version of SATA
SAT(PEG)4 – alternative sulfhydryl-addition reagent with long, PEG spacer arm
Hydroxylamine – deprotects sulfhydryls after SATA modification
SPDP – amine-to-sulfhydryl crosslinker