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I6256

Sigma-Aldrich

2-Iminothiolan -hydrochlorid

≥98% (TLC), powder

Synonym(e):

2-Thiolanimin -hydrochlorid, 2IT, Dihydro-2(3H)-thiophenimin -hydrochlorid, Traut’s Reagens

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100 MG
€ 105,00
500 MG
€ 285,00
1 G
€ 435,00

€ 105,00


Voraussichtliches Versanddatum01. Juni 2025


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100 MG
€ 105,00
500 MG
€ 285,00
1 G
€ 435,00

About This Item

Empirische Formel (Hill-System):
C4H7NS · HCl
CAS-Nummer:
Molekulargewicht:
137.63
Beilstein:
3620079
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.21

€ 105,00


Voraussichtliches Versanddatum01. Juni 2025


Bulk-Bestellung anfordern

Qualität

for analytical purposes

Assay

≥98% (TLC)

Form

powder

Verunreinigungen

≤5% Free sulfhydryl groups

mp (Schmelzpunkt)

198-201 °C (lit.)

Löslichkeit

H2O: 100 mg/mL

Funktionelle Gruppe

thioether

Lagertemp.

2-8°C

SMILES String

N=C1SCCC1.Cl

InChI

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

InChIKey

ATGUDZODTABURZ-UHFFFAOYSA-N

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Allgemeine Beschreibung

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]

Anwendung

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).[4] It may be used to synthesize PLA-SH (polyethylene glycol-thiol) and PLA-PEG-SH (polyethylene glycol–polylactic acid-thiol).[5]

Sonstige Hinweise

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

Piktogramme

Skull and crossbones

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Die Dokumentenbibliothek aufrufen

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
Sitah Al Harthi et al.
Scientific reports, 9(1), 9563-9563 (2019-07-04)
This study aims to prepare, characterize and evaluate the pharmacokinetics of liposomal donepezil HCl (LDH) dispersed into thiolated chitosan hydrogel (TCH) in rabbits. Various hydrogels including TCH were prepared, and after characterization, TCH was selected for subsequent evaluations, due to
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
Methyl 4-mercaptobutyrimidate as a cleavable cross-linking reagent and its application to the Escherichia coli 30S ribosome.
R R Traut et al.
Biochemistry, 12(17), 3266-3273 (1973-08-14)

Artikel

Collagen molecules play a critical role in tissue architecture and strength, and in cell-matrix interactions as insoluble ligands to regulate the diverse phenotypic activities of cells.

Kanjiro Miyata (The University of Tokyo, Japan) provides insights on the rational design of polymeric materials for “smart” oligonucleotide delivery.

Questions

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  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/449/386/product-dating-information-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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