2-Iminothiolane HCl
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MedKoo CAT#: 571644

CAS#: 4781-83-3

Description: 2-Iminothiolane HCl, or Traut's Reagent,is commonly used to convert primary amines into sulfhydryl groups in a one-step process is called thiolation. It is a useful RNA-protein crosslinking reagent and an effective thiolation reagent for polysaccharides.


Chemical Structure

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2-Iminothiolane HCl
CAS# 4781-83-3

Theoretical Analysis

MedKoo Cat#: 571644
Name: 2-Iminothiolane HCl
CAS#: 4781-83-3
Chemical Formula: C4H8ClNS
Exact Mass: 137.0066
Molecular Weight: 137.63
Elemental Analysis: C, 34.91; H, 5.86; Cl, 25.76; N, 10.18; S, 23.30

Price and Availability

Size Price Availability Quantity
500.0mg USD 270.0 2 Weeks
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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

Appearance: Solid powder

Purity: >98% (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

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.

Recalculate based on batch purity %
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

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Reconstitution Calculator

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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.



Additional Information

Traut's Reagent is water soluble and is amino reactive at pH 7-10.