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I6256

2-Iminothiolane hydrochloride

≥98% (TLC), powder

Synonyme(s) :

2-Thiolanimine hydrochloride, 2IT, Dihydro-2(3H)-thiophenimine hydrochloride, Traut’s reagent

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A propos de cet article

Formule empirique (notation de Hill) :
C4H7NS · HCl
Numéro CAS:
Poids moléculaire :
137.63
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3620079
Assay:
≥98% (TLC)
Form:
powder
Solubility:
H2O: 100 mg/mL
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Quality Segment

assay

≥98% (TLC)

form

powder

impurities

≤5% Free sulfhydryl groups

mp

198-201 °C (lit.)

solubility

H2O: 100 mg/mL

functional group

thioether

storage temp.

2-8°C

SMILES string

N=C1SCCC1.Cl

InChI

1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H

InChI key

ATGUDZODTABURZ-UHFFFAOYSA-N

General description

2-Iminothiolane hydrochloride (2-IT.HCl), a protein modification reagent,[1] is commonly employed to attach thiol groups to proteins and peptides.[2] Raman spectroscopic analysis of hair keratin fibers modified with 2-IT.HCl showed the formation of new disulfide groups.[3]

Application

Thiolating reagent for primary amines. Reacts at pH 7-10 by amidine bond to present free sulfhydryl. Useful in preparation of disulfide and/or thioether linked conjugates.
2-Iminothiolane hydrochloride has been used in the synthesis of thiolated PEG (poly(ethylene glycol). It may be used to synthesize PLA-SH (polyethylene glycol-thiol) and PLA-PEG-SH (polyethylene glycol–polylactic acid-thiol).

Other Notes

Note that the amidine linkage preserves original primary amine positive charge. Incorporates a five atom linker.

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Cet article
D0632D9779D8130
form

powder

form

powder

form

powder

form

powder

assay

≥98% (TLC)

assay

≥98% (HPLC), ≥99.0% (titration)

assay

≥98% (HPLC), ≥99% (titration)

assay

≥98%

solubility

H2O: 100 mg/mL

solubility

H2O: soluble 50 mg/mL, clear, colorless to very faintly yellow

solubility

H2O: 50 mg/mL

solubility

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

impurities

≤5% Free sulfhydryl groups

impurities

-

impurities

-

impurities

-

mp

198-201 °C (lit.)

mp

41-44 °C (lit.)

mp

41-44 °C (lit.)

mp

240-245 °C (dec.) (lit.)


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Certificats d'analyse (COA)

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Contenu apparenté


Akio Kuzuhara
Biopolymers, 79(4), 173-184 (2005-09-08)
For the purpose of investigating in detail the influence of chemical modification using 2-iminothiolane hydrochloride (2-IT) on keratin fibers, the structure of cross-sections at various depths of white human hair, treated with 2-IT and then oxidized, was directly analyzed without
Hafizah Mahmud et al.
International journal of molecular sciences, 19(3) (2018-03-03)
We recently have established a successful xenograft model of human glioblastoma cells by enriching hyaluronic acid-dependent spheroid-forming populations termed U251MG-P1 cells from U251MG cells. Since U251MG-P1 cells have been confirmed to express CD44 along with principal stemness marker genes, OCT3/4
Alexander Ewe et al.
Nanomedicine : nanotechnology, biology, and medicine, 13(1), 209-218 (2016-08-25)
Therapeutic applications of RNA interference (RNAi) require efficient siRNA delivery strategies in vivo. Combining lipid-based carriers with polymeric nanoparticles offers the favorable properties of both systems. This is the first study to explore polyethylenimine-based lipopolyplexes comprising a low-molecular weight PEI



Numéro d'article de commerce international

RéférenceGTIN
I6256-100MG04061833857700
I6256-1G04061833857717
I6256-500MG04061833857724

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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