N-(6-Maleimidocaproyloxy)succinimide

HCID 5091655

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Grundinformationen

CAS: 55750-63-5
Standard-SMILES: O=C(CCCCCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O
InChIKey: VLARLSIGSPVYHX-UHFFFAOYSA-N
Summenformel: C14H16N2O6
Durchschnittliche Molmasse: 308,29 g/mol
Monoisotopische Masse: 308,10083623

Namen und Bezeichner

Bevorzugter Name: N-(6-Maleimidocaproyloxy)succinimide
IUPAC: (2,5-dioxopyrrolidin-1-yl) 6-(2,5-dioxopyrrol-1-yl)hexanoate
Englischer Name: N-Succinimidyl 6-maleimidohexanoate
Summenformel: C14H16N2O6
Molmasse: 308.29

Namen und Synonyme

55750-63-5NmicosAW858RP6BON-(6-Maleimidocaproyloxy)succinimideN-(epsilon-Maleimidocaproyloxy)succinimideRefChem:394651N-Succinimidyl 6-Maleimidohexanoate6-Maleimidohexanoic acid N-hydroxysuccinimide esterEMCS2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoateEMCS CrosslinkerN-Succinimidyl 6-maleimidocaproate

Weitere Namen anzeigen

MCOSU6-maleimidohexanoic acid N-hydroxylsuccinimide ester6-MALEIMIDOCAPROIC ACID N-SUCCINIMIDYL ESTER6-Maleimidocaproic acid N-hydroxysuccinimide estermaleimide-(CH2)5-NHS

MFCD00043043Maleimide-(CH2)5-COONHS(2,5-dioxopyrrolidin-1-yl) 6-(2,5-dioxopyrrol-1-yl)hexanoateGS-6679AC-25054SY0315031H-Pyrrole-2,5-dione, 1-[6-[(2,5-dioxo-1-pyrrolidinyl)oxy]-6-oxohexyl]-Mal-heptanoic NHS ester

Datenbank-Bezeichner

CAS: 55750-63-5
PubChem CID: 5091655
DTXSID: DTXSID40971129
UNII: AW858RP6BO
EC Number: 637-238-5
Nikkaji: J479.819H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,5
Polarare Oberfläche (TPSA): 101 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 6
Frei drehbare Bindungen: 8
Schwere Atome: 22
Formalladung: 0
Komplexität: 520

Physikochemische Eigenschaften

Schmelzpunkt: 70 · 70-73 °C(lit.)
Siedepunkt: 480.6 · 480.6±47.0 °C(Predicted)
Dichte: 1.4 · 1.40±0.1 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
Löslichkeit: 100 mg/mL · chloroform: 100mg/mL
Aggregatzustand: powder
pka: -2.21 · -2.21±0.20(Predicted)
Farbe: Off-white to pale brown
BRN: 1499815 · 1499815
InChI: 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
InChIKey: VLARLSIGSPVYHX-UHFFFAOYSA-N
SMILES: N1(CCCCCC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O
CAS Datenbank: 55750 · 55750-63-5(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

F: 8-10-21
wgk: 3
hs_code: 29280000
risk_code: 36/37/38-40
hazard_code: Xn,Xi
safety_code: 26-36/37-36
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden6-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.