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.
Highlights:
- 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
Product Details:
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| Properties of Traut's Reagent. |
| Alternative names |
2-Iminothiolane, 2-IT |
| Molecular formula |
C4H7NS•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 |
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| Reaction scheme of Traut's Reagent (2-iminothiolane) with proteins, peptides or other primary amine-containing molecules. |
References:
- Traut, R.R., et al. (1973). Methyl 4-mercaptobutyrimidate as a cleavable cross-linking reagent and its application to the Escherichia coli 30S ribosome. Biochem 12(17):3266-73.
- Jue, R., et al. (1978). Addition of sulfhydryl groups to Escherichia coli ribosomes by protein modification with 2-iminothiolane (methyl 4- mercaptobutyrimidate). Biochem 17(25):5399-5405.
- D'Oro, U., et al. (2002). Regulation of constitutive TCR internalization by the zeta-chain. J Immunol 169:6269-78.
- Newton, D.L., et al. (2001). Potent and specific antitumor effects of an anti-CD22-targeted cytotoxic ribonuclease: potential for the treatment of non-Hodgkin lymphoma. Blood 97:528-35.
- Stanisic, D.I., et al. (2003). Analysis of immunological nonresponsiveness to the 19-kilodalton fragment of merozoite surface protein 1 of Plasmodium yoelii. Infec Immunity 71(10):5700-13.
Related Products:
SATA and SATP – alternative sulfhydryl addition reagents
SAT(PEG)4 – alternative sulfhydryl addition reagent with long, PEG spacer arm
Ellman's Reagent – quantify sulfhydryl groups
Sulfhydryl-reactive Biotinylation Reagents – biotin label molecules via -SH groups
Sulfhydryl-reactive Crosslinking Reagents – conjugate molecules via -SH groups
SulfoLink Coupling Resin and Kits – immobilize peptides and proteins for affinity purification
Maleimide-activated Carrier Proteins – prepare immunogens with -SH peptides and haptens
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