ChemicalBook >> CAS DataBase List >>N-Succinimidyl 6-maleimidohexanoate

N-Succinimidyl 6-maleimidohexanoate

CAS No.
55750-63-5
Chemical Name:
N-Succinimidyl 6-maleimidohexanoate
Synonyms
2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate;MCOSU;EMCS;(2,5-Dioxopyrrolidin-1-yl) 6-(2,5-dioxopyrrol-1-yl)hexanoate;6-maleimidohexanoic acid N-hydroxylsuccinimide ester;6-Maleimidohexanoic acid N-hydroxysuccinimide ester;6-MALEIMIDOCAPROIC ACID N-SUCCINIMIDYL ESTER;6-Maleimidocaproic acid N-hydroxysuccinimide ester;EMCS Crosslinker;maleimide-(CH2)5-NHS
CBNumber:
CB8212960
Molecular Formula:
C14H16N2O6
Molecular Weight:
308.29
MDL Number:
MFCD00043043
MOL File:
55750-63-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:43:57
Product description Number Pack Size Price
6-Maleimidohexanoic acid N-hydroxysuccinimide ester ≥98.0% (HPLC) 63177 25mg $241
6-Maleimidohexanoic acid N-hydroxysuccinimide ester 98% 568600 500mg $669
N-Succinimidyl 6-Maleimidohexanoate [Cross-linking Reagent] >98.0%(N) S0428 1g $83
6-Maleimidocaproic acid N-hydroxysuccinimide ester Asreported 283800 50mg $333
6-Maleimidocaproic acid N-hydroxysuccinimide ester Asreported 283800 100mg $456
More product size

N-Succinimidyl 6-maleimidohexanoate 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
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 DataBase Reference 55750-63-5(CAS DataBase Reference)
FDA UNII AW858RP6BO
UNSPSC Code 12352106
NACRES NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xn,Xi
Risk Statements  36/37/38-40
Safety Statements  26-36/37-36
WGK Germany  3
8-10-21
HS Code  29280000
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 1

N-Succinimidyl 6-maleimidohexanoate price More Price(135)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 63177 6-Maleimidohexanoic acid N-hydroxysuccinimide ester ≥98.0% (HPLC) 55750-63-5 25mg $241 2026-04-30 Buy
Sigma-Aldrich 568600 6-Maleimidohexanoic acid N-hydroxysuccinimide ester 98% 55750-63-5 500mg $669 2026-04-30 Buy
TCI Chemical S0428 N-Succinimidyl 6-Maleimidohexanoate [Cross-linking Reagent] >98.0%(N) 55750-63-5 1g $83 2026-04-30 Buy
Usbiological 283800 6-Maleimidocaproic acid N-hydroxysuccinimide ester Asreported 55750-63-5 50mg $333 2026-06-03 Buy
Usbiological 283800 6-Maleimidocaproic acid N-hydroxysuccinimide ester Asreported 55750-63-5 100mg $456 2026-06-03 Buy
Product number Packaging Price Buy
63177 25mg $241 Buy
568600 500mg $669 Buy
S0428 1g $83 Buy
283800 50mg $333 Buy
283800 100mg $456 Buy

N-Succinimidyl 6-maleimidohexanoate Chemical Properties,Uses,Production

Description

Mal-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 Properties

White to cream colored crystals

Uses

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.

reaction suitability

reagent type: linker

Synthesis

N-Hydroxysuccinimide

6066-82-6

6-Maleimidocaproic acid

55750-53-3

N-Succinimidyl 6-maleimidohexanoate

55750-63-5

Under nitrogen protection, 4.7 g (22 mmol) of 6-maleimidohexanoic acid (MC) and 25 g (22 mmol) of N-hydroxybutanediimide (HOSu) were dissolved in 50 ml of acetonitrile. Another 4.5 g (22 mmol) of N,N'-dicyclohexylcarbodiimide (DCC) was dissolved in 25 ml of acetonitrile and the internal temperature was maintained. The DCC solution was slowly added dropwise to the reaction mixture at 0°C. The reaction mixture was stirred at 0 °C for 2 h. The reaction was then brought to room temperature and continued overnight. After completion of the reaction, the precipitate was removed by filtration and the filter cake was washed with acetonitrile (10 ml x 3). The filtrates were combined and concentrated to dryness under reduced pressure. The resulting oily product was dried under reduced pressure for 6 h at room temperature to give 6.4 g of a light brown solid, i.e., succinimidyl 6-(maleimido)hexanoate, in 95% yield.

IC 50

Non-cleavable Linker

References

[1] Patent: CN107789630, 2018, A. Location in patent: Paragraph 0064; 0065; 0066
[2] Patent: WO2018/178060, 2018, A1. Location in patent: Page/Page column 58; 60; 61
[3] International Journal of Molecular Sciences, 2017, vol. 18, # 9,
[4] Patent: WO2015/95953, 2015, A1. Location in patent: Page/Page column 118
[5] Patent: WO2016/41082, 2016, A1. Location in patent: Page/Page column 97; 98

6066-82-6
55750-53-3
55750-63-5
Synthesis of N-Succinimidyl 6-maleimidohexanoate from N-Hydroxysuccinimide and 6-Maleimidocaproic acid
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View Lastest Price from N-Succinimidyl 6-maleimidohexanoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Succinimidyl 6-maleimidohexanoate pictures 2025-04-04 N-Succinimidyl 6-maleimidohexanoate
55750-63-5
1KG 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
N-Succinimidyl 6-maleimidohexanoate pictures 2021-07-13 N-Succinimidyl 6-maleimidohexanoate
55750-63-5
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
N-Succinimidyl 6-maleimidohexanoate pictures 2021-07-09 N-Succinimidyl 6-maleimidohexanoate
55750-63-5
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd

N-Succinimidyl 6-maleimidohexanoate Spectrum

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 6-MaleiMidohexanoic acid N-hydroxysucciniMide este EMCS Crosslinker N-Succinimidyl 6-maleimidohexanoate 6-Maleimidohexanoic acid N-hydroxysuccinimide ester Mcosu N-(EPSILON-MALEIMIDOCAPROYLOXY)SUCCI Maleimide-(CH2)5-COONHS 6-Maleimidohexanoic acid N-hydroxysuccinimide ester (EMCS) N-Succinimidyl 6-maleimidohexanoate(EMCS) 6-Maleimidohexanoic Acid N-hydroxy Succinimidyl Este N-SUCCINIMIDYL 6-MALEIMIDOCAPROATE N-SUCCINIMIDYL 6-MALEIMIDOHEXANOATE EPSILON-MALEIMIDOCAPROIC ACID N-HYDROXYSUCCINIMIDE ESTER 6-MALEIMIDOCAPROIC ACID N-SUCCINIMIDYL ESTER N-SUCCINIMIDYL-6-MALEMIDOCAPROATE, 99% EPISILON-MALEIMIDOCAPROIC ACID N-*HYDROX YSUCCINIMID 6-maleimidohexanoic acid n-succinimidyl ester N-(6-Maleimidocaproyloxy)succinimideN-Succinimidyl-6-maleimidohexanoate N-Succinimidyl 6-Maleimidohexanoate [Cross-linking Reagent] 6-Maleimidocaproic acid N-succinimidyl ester, N-(ε-Maleimidocaproyloxy)succinimide, N-Succinimidyl 6-maleimidocaproate, EMCS 6-Maleimidohexanoic acid N-hydroxy succinimidyl ester NHS-(CH2)5-Mal (EMCS) N-(6-Maleimidocaproyloxy)succinimine N-(ε-Maleimidocaproyloxy)succinimide, N-Succinimidyl 6-maleimidocaproate 6-Maleimidohexanoic acid-NHS ester 1H-Pyrrole-1-hexanoicacid, 2,5-dihydro-2,5-dioxo-, 2,5-dioxo-1-pyrrolidinyl 6-maleimidohexanoic acid N-hydroxylsuccinimide ester, N-succinimidyl-6-maleimidylhexanoate N-(6-Maleimidocaproyloxy)succinimide (EMCS) N-Succinimidyl6-Maleimidohexanoate[Cross-linkingReagent]> 1H-Pyrrole-1-hexanoic acid, 2,5-dihydro-2,5-dioxo-, 2,5-dioxo-1-pyrrolidinyl ester N-(epsilon-Maleimidocaproyloxy) Succinimide extrapure, 98% Succinimide ester of 6-(maleimide) caproate Succinimide 6-(maleimide) caproate maleimide-(CH2)5-NHS 6-Maleimidohexanoic acid N-hydroxysuccinimide ester N-succinimidyl 6-maleimide hexanoate (SMPH) (2,5-Dioxopyrrolidin-1-yl) 6-(2,5-dioxopyrrol-1-yl)hexanoate 2,5-dioxopyrrolidin-1-yl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate 6-maleimidohexanoic acid N-hydroxylsuccinimide ester 6-Maleimidohexanoic acid N-hydroxysuccinimide ester 6-Maleimidocaproic acid N-hydroxysuccinimide ester EMCS MCOSU 55750-63-5 N-Substituted Maleimides, Succinimides & Phthalimides N-Substituted Maleimides N-Substituted Succinimides Building Blocks Carbonyl Compounds Chemical Synthesis Cyclic Imides Organic Building Blocks