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63177 Sigma-Aldrich

6-Maleimidohexanoic acid N-hydroxysuccinimide ester

≥98.0% (HPLC)

Synonym: 6-Maleimidocaproic acid N-succinimidyl ester, N-(ε-Maleimidocaproyloxy)succinimide, N-Succinimidyl 6-maleimidocaproate, EMCS

  • CAS Number 55750-63-5

  • Empirical Formula (Hill Notation) C14H16N2O6

  • Molecular Weight 308.29

  •  Beilstein/REAXYS Number 1499815

  •  MDL number MFCD00043043

  •  PubChem Substance ID 329759804

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Properties

Related Categories Amine to Sulfhydryl, Chemical Biology, Chemical Synthesis, Crosslinkers, Linkers and Crosslinkers More...
Quality Level   200
assay   ≥98.0% (HPLC)
mp   67-73 °C
  70-73 °C (lit.)
storage temp.   −20°C
SMILES string   O=C(CCCCCN1C(=O)C=CC1=O)ON2C(=O)CCC2=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 is a heterobifunctional cross-linking reagent 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). Second coupling 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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Reagent for cross-linking and immobilisation of proteins

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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