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D2388

Sigma-Aldrich

Dimethyl-3,3′-Dithiopropionimidat -dihydrochlorid

powder

Synonym(e):

DTBP, Dimethyl-3,3′-dithiodipropionimidat -dihydrochlorid, Wang-Richards’ Reagens -dihydrochlorid

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100 MG
CHF 100.00

About This Item

Empirische Formel (Hill-System):
C8H16N2O2S2 · 2HCl
CAS-Nummer:
Molekulargewicht:
309.28
MDL-Nummer:
UNSPSC-Code:
12352116
PubChem Substanz-ID:
NACRES:
NA.22

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Form

powder

Eignung der Reaktion

reagent type: cross-linking reagent

Löslichkeit

H2O: 50 mg/mL

Lagertemp.

2-8°C

SMILES String

Cl.Cl.COC(=N)CCSSCCC(=N)OC

InChI

1S/C8H16N2O2S2.2ClH/c1-11-7(9)3-5-13-14-6-4-8(10)12-2;;/h9-10H,3-6H2,1-2H3;2*1H

InChIKey

CQBCVFHLZAVNPF-UHFFFAOYSA-N

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Anwendung

A homobifunctional, cleavable cross-linking reagent. Typically, reacted with primary amines in the pH range 7.0-10.0 to form amidine bonds.
Reactant for:
  • Synthesis of glutathione-sensitive cross-linked polyethylenimine gene vector
  • Preparation of cyclodextrin-containing polymers designed for gene delivery
  • Crosslinking of chick oviduct progesterone-receptor subunits

Vorsicht

The reagant is readily hydrolyzed at neutral pH. Avoid use of reducing agents during coupling reactions.

Sonstige Hinweise

Note that the amidine linkage preserves original primary amine positive charge. The disulfide linkage is cleavable by mild reduction. Incorporates an eight atom linker.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Skin Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Nature cell biology, 20(11), 1290-1302 (2018-10-27)
Adhesion to the extracellular matrix persists during mitosis in most cell types. However, while classical adhesion complexes, such as focal adhesions, do and must disassemble to enable mitotic rounding, the mechanisms of residual mitotic cell-extracellular matrix adhesion remain undefined. Here
Lalit Yadav et al.
Organic & biomolecular chemistry, 18(30), 5927-5936 (2020-07-22)
A Bu4NI-catalyzed, DTBP-promoted, regioselective C(sp2)-C(sp3) cross dehydrogenative coupling (CDC) protocol for the direct C-3 benzylation of 2H-indazoles is reported. The metal-free protocol is operationally simple and proceeds mechanistically via the generation of stable benzylic free-radicals followed by regioselective addition at
Carine F Djuika et al.
Scientific reports, 7(1), 4410-4410 (2017-07-02)
Artemisinins are the current mainstay of malaria chemotherapy. Their exact mode of action is an ongoing matter of debate, and several factors have recently been reported to affect an early stage of artemisinin resistance of the most important human malaria
Choong Eun Jin et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 5(10), 1800614-1800614 (2018-10-26)
Cell-free nucleic acids (cfNAs) are emerging diagnostic biomarkers for monitoring the treatment and recurrence of cancers. In particular, the biological role and clinical usefulness of cfNAs obtained from the plasma of patients with various cancers are popular and still intensely
K Satoh et al.
Biochemistry, 40(2), 314-319 (2001-01-10)
We investigated whether the assembly/disassembly of the 26S proteasome is regulated by phosphorylation/dephosphorylation. The regulatory complex disassembled from the 26S proteasome was capable of phosphorylating the p45/Sug1/Rpt6 subunit, suggesting that the protein kinase is activated upon dissociation of the 26S

Artikel

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

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