M9794

6-Maleimidohexanoic acid N-hydroxysuccinimide ester

≥98%, powder

• Synonym(s): 6-Maleimidocaproic acid N-succinimidyl ester, N-(ε-Maleimidocaproyloxy)succinimide, N-Succinimidyl 6-maleimidocaproate, EMCS
• Empirical Formula (Hill Notation): C₁₄H₁₆N₂O₆
• CAS Number: 55750-63-5
• Molecular Weight: 308.29
• UNSPSC Code: 12352106
• NACRES: NA.25
• PubChem Substance ID: 329818098
• MDL number: MFCD00043043
• Beilstein/REAXYS Number: 1499815
• Assay: ≥98%
• Form: powder

Properties

• Quality Segment: 200
• assay: ≥98%
• form: powder
• reaction suitability: reagent type: linker
• mp: 70-73 °C (lit.)
• solubility: chloroform: 100 mg/mL, DMF: soluble (lit.)(lit.)
• functional group: NHS ester
• storage temp.: −20°C
• SMILES string: O=C(ON(C(CC1)=O)C1=O)CCCCCN2C(C=CC2=O)=O
• InChI: 1S/C14H16N2O6/c17-10-5-6-11(18)15(10)9-3-1-2-4-14(21)22-16-12(19)7-8-13(16)20/h5-6H,1-4,7-9H2
• InChI key: VLARLSIGSPVYHX-UHFFFAOYSA-N

Description

Application

A heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5) The second coupling is specific for molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. Contains 9 atom linker. An extended aliphatic spacer stabilizes the maleimide prior to coupling compared to aromatic spacers.

Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H315,H319,H335,H351
• pcodes: P202 - P261 - P264 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable