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
• 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

Properties

• 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

Description

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

Caution

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 + H312 + H332,H315,H319,H335
• Precautionary Statements: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• 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