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D2388

Sigma-Aldrich

Dimethyl 3,3′-dithiopropionimidate dihydrochloride

powder

Synonyme(s) :

DTBP, Dimethyl 3,3′-dithio-bis(propionimidate) dihydrochloride, Wang/Richards’ reagent

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About This Item

Formule empirique (notation de Hill):
C8H16N2O2S2 · 2HCl
Numéro CAS:
38285-78-8
Poids moléculaire :
309.28
Numéro MDL:
MFCD00043245
Code UNSPSC :
12352116
ID de substance PubChem :
57654084
Nomenclature NACRES :
NA.22

Forme

powder

Pertinence de la réaction

reagent type: cross-linking reagent

Solubilité

H2O: 50 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

CQBCVFHLZAVNPF-UHFFFAOYSA-N

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Application

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

Attention

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

Autres remarques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315

Classification des risques

Skin Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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John G Lock et al.
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
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
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
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
Hyun Su Min et al.
Biomacromolecules, 19(6), 2320-2329 (2018-05-17)
Antibody fragment (Fab')-installed polyion complex (PIC) micelles were constructed to improve targetability of small interfering RNA (siRNA) delivery to pancreatic cancer cells. To this end, we synthesized a block copolymer of azide-functionalized poly(ethylene glycol) and poly(l-lysine) and prepared PIC micelles
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