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Merck
CN

803618

DTME (dithio-bis-maleimidoethane)

Synonym(s):

1,1′-(dithiodi-2,1-ethanediyl)bis-1H-Pyrrole-2,5-dione, 1-[2-[[2-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)ethyl]dithio]ethyl]-1H-pyrrole-2,5-dione, DTME

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About This Item

Empirical Formula (Hill Notation):
C12H12N2S2O4
CAS Number:
71865-37-7
Molecular Weight:
312.36
MDL number:
MFCD01863385
UNSPSC Code:
12352200
PubChem Substance ID:
329768821
NACRES:
NA.22

Key Documents

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Assay

≥90%

form

powder

mol wt

312.37

reaction suitability

reagent type: cross-linking reagent

storage condition

desiccated

solubility

DMSO or DMF: soluble

shipped in

ambient

storage temp.

2-8°C

SMILES string

O=C(C=CC1=O)N1CCSSCCN2C(C=CC2=O)=O

InChI

1S/C12H12N2O4S2/c15-9-1-2-10(16)13(9)5-7-19-20-8-6-14-11(17)3-4-12(14)18/h1-4H,5-8H2

InChI key

SGVWDRVQIYUSRA-UHFFFAOYSA-N

General description

DTME is a homobifunctional, maleimide crosslinker for conjugation between sulfhydryl groups (-SH). Such bismaleimide crosslinkers are commonly used to explore and characterize protein structure (i.e., oligomerization) or protein interactions. DTME is similar in length to BMH but differs in containing a disulfide bond in its spacer arm, allowing crosslinks with DTME to be cleaved with reducing agent such as dithiothreitol (DTT).

Features and Benefits

  • Reactive groups: maleimide (both ends)
  • Reactive towards: sulfhydryl groups
  • Long (13.3A), cleavable, sulfhydryl-to-sulfhydryl crosslinker, composed of maleimide groups and 11-atom disulfide spacer arm
  • Water-insoluble—dissolve first in DMF or DMSO, then add to aqueous reaction buffers
  • Cleavable by reduction of disulfide spacer arm with DTT, TCEP or other reducing agent

Disclaimer

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Maya Shmulevitz et al.
Journal of virology, 77(18), 9769-9779 (2003-08-28)
Avian reovirus and Nelson Bay reovirus are two unusual nonenveloped viruses that induce extensive cell-cell fusion via expression of a small nonstructural protein, termed p10. We investigated the importance of the transmembrane domain, a conserved membrane-proximal dicysteine motif, and an
Sushma Naithani et al.
Molecular biology of the cell, 14(1), 324-333 (2003-01-17)
The core of the cytochrome c oxidase complex is composed of its three largest subunits, Cox1p, Cox2p, and Cox3p, which are encoded in mitochondrial DNA of Saccharomyces cerevisiae and inserted into the inner membrane from the inside. Mitochondrial translation of
L Jessop et al.
Journal of bacteriology, 182(4), 1024-1034 (2000-01-29)
Bacteriophage lambda integrase (Int) catalyzes at least four site-specific recombination pathways between pairs of attachment (att) sites. Protein-protein contacts between monomers of Int are presumed to be important for these site-specific recombination events for several reasons: Int binds to the

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