Synonym
2-Iminothiolane; 2-IT; Trauts reagent; Traut's reagent
IUPAC/Chemical Name
2-Iminothiolane HCl
InChi Key
ATGUDZODTABURZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H
SMILES Code
N=C1SCCC1.[H]Cl
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Traut's Reagent is water soluble and is amino reactive at pH 7-10.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
137.63
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Wallace M, Allentoff AJ, Brailsford J, Gong S, Bonacorsi S Jr, Rinaldi F. Synthesis of 2-(14)C-iminothiolane and 2-(13)C,(15)N-iminothiolane (Traut's reagent). J Labelled Comp Radiopharm. 2015 Sep-Oct;58(11-12):429-32. doi: 10.1002/jlcr.3345. Epub 2015 Sep 14. PubMed PMID: 26365707.
2: Li Y, He Q, Hu X, Liu Y, Cheng X, Li X, Deng F. Improved performance of collagen scaffolds crosslinked by Traut's reagent and Sulfo-SMCC. J Biomater Sci Polym Ed. 2017 May;28(7):629-647. doi: 10.1080/09205063.2017.1291296. Epub 2017 Feb 13. PubMed PMID: 28277011.
3: Ma X, Bussonniere A, Liu Q. A facile sonochemical synthesis of shell-stabilized reactive microbubbles using surface-thiolated bovine serum albumin with the Traut's reagent. Ultrason Sonochem. 2017 May;36:454-465. doi: 10.1016/j.ultsonch.2016.12.033. Epub 2016 Dec 26. PubMed PMID: 28069233.
4: Mokotoff M, Mocarski YM, Gentsch BL, Miller MR, Zhou JH, Chen J, Ball ED. Caution in the use of 2-iminothiolane (Traut's reagent) as a cross-linking agent for peptides. The formation of N-peptidyl-2-iminothiolanes with bombesin (BN) antagonist (D-Trp(6),Leu(13)-psi[CH(2)NH]-Phe(14))BN(6-14) and D-Trp-Gln-Trp-NH(2). J Pept Res. 2001 May;57(5):383-9. PubMed PMID: 11350598.