ChemicalBook Product Catalog Chemical Reagents Organic reagents Esters Other esters N-Succinimidyl 6-maleimidohexanoate

N-Succinimidyl 6-maleimidohexanoate

N-Succinimidyl 6-maleimidohexanoate Basic information
Product Name:N-Succinimidyl 6-maleimidohexanoate
Synonyms:Mal-heptanoic NHS ester;EMCS N-Succinimidyl 6-maleimidohexanoate;6-Maleimidohexanoic acidN-hydroxysuccinimide ester≥ 98% (HPLC);N-(E-MALEIMIDOCAPROYLOXY)SUCCINIMIDE;N-(EPSILON-MALEIMIDOCAPROYLOXY)SUCCINIMIDE;N-[EPSILON-MALEIMIDOCAPROYLOXY]SUCCINIMIDE ESTER;N-(6-MALEIMIDOCAPROYLOXY)SUCCINIMIDE;6-MaleiMidocaproic acid NHS
CAS:55750-63-5
MF:C14H16N2O6
MW:308.29
EINECS:637-238-5
Product Categories:Building Blocks;Carbonyl Compounds;Chemical Synthesis;Cyclic Imides;Organic Building Blocks;N-Substituted Maleimides;N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Succinimides;i;Heterobifunctional Crosslinker;heteroXlink
Mol File:55750-63-5.mol
N-Succinimidyl 6-maleimidohexanoate Structure
N-Succinimidyl 6-maleimidohexanoate Chemical Properties
Melting point 70-73 °C(lit.)
Boiling point 480.6±47.0 °C(Predicted)
density 1.40±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility chloroform: 100mg/mL
form powder
pka-2.21±0.20(Predicted)
color Off-white to pale brown
Sensitive Light & Moisture Sensitive & Hygroscopic
BRN 1499815
InChIInChI=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
InChIKeyVLARLSIGSPVYHX-UHFFFAOYSA-N
SMILESN1(CCCCCC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O
CAS DataBase Reference55750-63-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 36/37/38-40
Safety Statements 26-36/37-36
WGK Germany 3
F 8-10-21
HS Code 29280000
MSDS Information
ProviderLanguage
SigmaAldrich English
N-Succinimidyl 6-maleimidohexanoate Usage And Synthesis
DescriptionMal-heptanoic NHS ester contains a maleimide group and an NHS ester. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.
Chemical PropertiesWhite to cream colored crystals
Uses6-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.
N-Succinimidyl 3-maleimidopropionate O-Phthalimide Bismaleimide MAL-AMCHC-OSU SULPHO-SMCC Tris(trimethylsilyl)phosphate Succinimide DIALIFOS SULFO-SMCC 6-Maleimidocaproic acid Maleimide SMCC crosslinker 6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER N-Chlorosuccinimide Hexyl hexanoate BUTYL OLEATE N-Succinimidyl 6-maleimidohexanoate Methyl acrylate
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