568600

6-Maleimidohexanoic acid N-hydroxysuccinimide ester

98%

• 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
• Beilstein: 1499815
• MDL number: MFCD00043043
• UNSPSC Code: 12352100
• PubChem Substance ID: 24880215
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• reaction suitability: reagent type: cross-linking reagent
• mp: 70-73 °C (lit.)
• functional group: NHS ester; imide; maleimide
• 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

6-Maleimidohexanoic acid N-hydroxysuccinimide ester can be used in:

• Synthesis of maleimide-activated carbohydrates for site-specific glycosylation of cysteine-containing peptides and proteins via maleimide-thiol ligation reaction.
• Synthesis of a glucuronide prodrug of doxorubicin bearing a maleimide side chain as an antitumor agent.
• Cross-linking oligonucleotides with the amino groups on the substrate to fabricate DNA microarrays.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves