Cas no 55750-63-5 (N-Succinimidyl 6-Maleimidohexanoate)
N-Succinimidyl 6-Maleimidohexanoate Chemical and Physical Properties
Names and Identifiers
-
- N-Succinimidyl 6-maleimidohexanoate
- 6-Maleimidohexanoic acid N-hydroxysuccinimide ester
- N-Succinimidyl 6-Maleimidohexanoate [Cross-linking Reagent]
- (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-hydroxysuccinimide este
- EMCS
- Mcosu
- N-(6-Maleimidocaproyloxy)succinimide (EMCS)
- N-succinimidyl-6-maleimidocaproate
- (EMCS)
- 6-Maleimidocaproic acid NHS
- N-(E-Maleimidocaproyloxy)succinimide
- N-(6-Maleimidocaproyloxy)succinimide
- 6-Maleimidocaproic acid NHS(EMCS)
- N-Succinimidyl 6-maleimidocaproate
- Mal-heptanoic NHS ester
- Maleimide-(CH2)5-COONHS
- 1H-Pyrrole-2,5-dione, 1-[6-[(2,5-dioxo-1-pyrrolidinyl)oxy]-6-oxohexyl]-
- Nmicos
- 1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-1H-pyrrole-2,5-dione
- EMCS Crosslinker
- 1H-Pyrrole-2,5-dione, 1-(6-((2,5-dioxo-1-pyrrolidi
- AW858RP6BO
- 1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-ox
- N-Succinimidyl6-maleimidohexanoate
- BCP06094
- AMY21562
- GS-6679
- SCHEMBL57249
- 6-Maleimidohexanoic acid N-hydroxysuccinimide ester (EMCS)
- 6-Maleimidocaproic acid N-succinimidyl ester
- AC-25054
- A8050
- BP-20400
- 6-Maleimidohexanoic acid N-hydroxysuccinimide ester, >=98.0% (HPLC)
- UNII-AW858RP6BO
- HY-78961
- S0428
- N-(epsilon-Maleimidocaproyloxy)succinimide
- FT-0604081
- LCWG006
- VLARLSIGSPVYHX-UHFFFAOYSA-N
- 55750-63-5
- DTXSID40971129
- EX-A695
- 1H-Pyrrole-2,5-dione, 1-(6-((2,5-dioxo-1-pyrrolidinyl)oxy)-6-oxohexyl)-
- 6-Maleimidohexanoic acid N-hydroxysuccinimide ester, >=98%, powder
- 6-Maleimido-hexanoic NHS ester
- Mal-C6-NHS ester
- PD012171
- 6-Maleimidohexanoic acid N-hydroxysuccinimide ester, 98%
- AKOS015920027
- MFCD00043043
- SY031503
- 2,5-Dioxopyrrolidin-1-yl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate;6-Maleimidohexanoic acid N-hydroxysuccinimide ester
- DA-66252
- GLXC-15409
- N-Succinimidyl 6-Maleimidohexanoate
-
- MDL： MFCD00043043
- 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
- SMILES： O(C(CCCCCN1C(C=CC1=O)=O)=O)N1C(CCC1=O)=O
Computed Properties
- Exact Mass: 308.10100
- Monoisotopic Mass: 308.10083623 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 22
- Rotatable Bond Count: 8
- Complexity: 520
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: 3
- Molecular Weight: 308.29
- XLogP3: -0.5
- Topological Polar Surface Area: 101
Experimental Properties
- Color/Form: powder
- Density: 1.4±0.1 g/cm3
- Melting Point: 70-73?°C (lit.)
- Boiling Point: 480.6°C at 760 mmHg
- Flash Point: 244.5±29.3 °C
- Refractive Index: 1.577
- Solubility: chloroform: 100mg/mL
- PSA: 101.06000
- LogP: -0.04520
- Sensitiveness: Light & Moisture Sensitive & Hygroscopic
- Solubility: Soluble in water
- Vapor Pressure: 0.0±1.2 mmHg at 25°C
N-Succinimidyl 6-Maleimidohexanoate Security Information
-
Symbol:
- Prompt：warning
- Signal Word：Warning
- Hazard Statement： H315,H319,H335,H351
- Warning Statement： P261,P281,P305+P351+P338
- Hazardous Material transportation number：NONH for all modes of transport
- WGK Germany：3
- Hazard Category Code： 36/37/38
- Safety Instruction： S26; S36/37; S36
- FLUKA BRAND F CODES：8-10-21
-
Hazardous Material Identification：
- Storage Condition：Powder -20°C 3 years In solvent -80°C 6 months ? -20°C 1 month
- Risk Phrases：R36/37/38
- Safety Term：S26-S36/37-S36
N-Succinimidyl 6-Maleimidohexanoate Customs Data
- HS CODE：2925190090
- Customs Data：
China Customs Code:
2925190090Overview:
2925190090 Other imides and their derivative salts. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%
Declaration elements:
Product Name, component content, use to
Summary:
2925190090 other imides and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%
N-Succinimidyl 6-Maleimidohexanoate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| XI GE MA AO DE LI QI （ SHANG HAI ） MAO YI Co., Ltd. | 568600-500MG |
N-Succinimidyl 6-Maleimidohexanoate |
55750-63-5 | 500mg |
￥4915.74 | 2023-12-03 | ||
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | M824596-5g |
6-Maleimidohexanoic acid N-hydroxysuccinimide ester |
55750-63-5 | 98% | 5g |
628.00 | 2021-05-17 | |
| TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd. | S0428-25G |
N-Succinimidyl 6-Maleimidohexanoate [Cross-linking Reagent] |
55750-63-5 | >98.0%(N) | 25g |
￥2090.00 | 2024-04-15 | |
| Chemenu | CM328887-25g |
(2,5-dioxopyrrolidin-1-yl) 6-(2,5-dioxopyrrol-1-yl)hexanoate |
55750-63-5 | 95%+ | 25g |
$478 | 2021-08-18 | |
| ZHUO CAI SHENG WU | LCWG006-1g |
N-Succinimidyl 6-Maleimidohexanoate |
55750-63-5 | 95% | 1g |
$33.00 | 2021-09-16 | |
| ZHUO CAI SHENG WU | LCWG006-5g |
N-Succinimidyl 6-Maleimidohexanoate |
55750-63-5 | 95% | 5g |
$100.00 | 2021-09-16 | |
| ChemScence | CS-2995-5g |
6-Maleimidohexanoic acid N-hydroxysuccinimide ester |
55750-63-5 | 99.96% | 5g |
$84.0 | 2022-04-27 | |
| ChemScence | CS-2995-10g |
6-Maleimidohexanoic acid N-hydroxysuccinimide ester |
55750-63-5 | 99.96% | 10g |
$143.0 | 2022-04-27 | |
| ChemScence | CS-2995-25g |
6-Maleimidohexanoic acid N-hydroxysuccinimide ester |
55750-63-5 | 99.96% | 25g |
$294.0 | 2022-04-27 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R008964-25mg |
N-Succinimidyl 6-Maleimidohexanoate |
55750-63-5 | 98% | 25mg |
￥30 | 2022-09-30 |
N-Succinimidyl 6-Maleimidohexanoate Suppliers
Audited Supplier
N-Succinimidyl 6-Maleimidohexanoate Related Literature
-
J. Justin Gooding,Simone Ciampi Chem. Soc. Rev. 2011 40 2704
-
Xiaowen Yan,Hongquan Zhang,Zhixin Wang,Hanyong Peng,Jeffrey Tao,Xing-Fang Li,X. Chris Le Chem. Commun. 2018 54 7491
-
Taishi Kondo,Minori Eguchi,Seita Kito,Tomoshige Fujino,Gosuke Hayashi,Hiroshi Murakami Chem. Commun. 2021 57 2416
-
Tohid Mahmoudi,Mohammad Pourhassan-Moghaddam,Behnaz Shirdel,Behzad Baradaran,Eden Morales-Narváez,Hamed Golmohammadi J. Mater. Chem. B 2021 9 5414
-
Jia Wang,Lloyd H. C. Chua,Peter Shanahan Environ. Sci.: Water Res. Technol. 2017 3 78
Additional information on N-Succinimidyl 6-Maleimidohexanoate
Comprehensive Guide to N-Succinimidyl 6-Maleimidohexanoate (CAS No. 55750-63-5): Applications and Innovations
N-Succinimidyl 6-Maleimidohexanoate (CAS No. 55750-63-5), often abbreviated as SMCC or 6-Maleimidocaproic acid N-hydroxysuccinimide ester, is a versatile heterobifunctional crosslinker widely used in bioconjugation and protein modification. This compound bridges the gap between amine-reactive and thiol-reactive chemistries, making it indispensable in antibody-drug conjugates (ADCs), diagnostics, and targeted drug delivery systems. Its unique structure—featuring an N-hydroxysuccinimide (NHS) ester and a maleimide group—enables precise conjugation of biomolecules under mild conditions, aligning with the growing demand for site-specific labeling in biopharmaceutical research.
In recent years, the surge in precision medicine and next-generation therapeutics has spotlighted N-Succinimidyl 6-Maleimidohexanoate as a critical tool. Researchers frequently search for "SMCC crosslinking protocol" or "maleimide-amine conjugation optimization," reflecting its role in ADC development and biomarker detection. The compound’s hexanoate spacer provides optimal length for minimizing steric hindrance, a feature highlighted in studies on cancer-targeting nanoparticles and immune checkpoint inhibitors. Furthermore, its compatibility with PEGylation techniques addresses solubility challenges, a hot topic in formulation science.
The stability of N-Succinimidyl 6-Maleimidohexanoate in aqueous buffers (pH 6.5–7.5) and its rapid reaction kinetics make it ideal for time-sensitive assays. Users often inquire about "SMCC vs. Sulfo-SMCC"—a comparison rooted in solubility requirements. While the sulfo variant offers water solubility, the standard SMCC (CAS No. 55750-63-5) excels in organic solvent-based reactions, catering to small-molecule drug conjugation. This duality underscores its adaptability in high-throughput screening platforms and proteomics workflows.
Innovations in click chemistry and bioorthogonal reactions have further expanded the utility of N-Succinimidyl 6-Maleimidohexanoate. For instance, its maleimide moiety can undergo Michael addition with thiols, while the NHS ester targets lysine residues—enabling modular multi-functionalization of proteins. This aligns with trending searches like "dual-functional crosslinkers for CRISPR-Cas9 delivery" or "non-cleavable linker design." Notably, its application in fluorescent probe synthesis supports advances in live-cell imaging, a field gaining traction due to single-molecule microscopy breakthroughs.
From a commercial perspective, N-Succinimidyl 6-Maleimidohexanoate meets stringent GMP-grade requirements for therapeutic production. FAQs such as "SMCC storage conditions" (recommended: –20°C, desiccated) and "quenching maleimide reactions" (using cysteine or β-mercaptoethanol) dominate technical forums. Its low cytotoxicity profile also makes it suitable for in vivo applications, particularly in tumor-targeted therapies—a key area in oncology research.
In summary, N-Succinimidyl 6-Maleimidohexanoate (CAS No. 55750-63-5) remains a cornerstone of bioconjugation chemistry, driven by its reliability and adaptability. As the biotech industry pivots toward personalized therapeutics and multifunctional biomaterials, this crosslinker will continue to empower innovations at the intersection of chemistry and biology.
55750-63-5 (N-Succinimidyl 6-Maleimidohexanoate) Related Products
- 64987-85-5(SMCC)
- 87981-04-2(Maleimide-C10-NHS ester)
- 89505-14-6(2-Propenamide, N-[11-[(2,5-dioxo-1-pyrrolidinyl)oxy]-11-oxoundecyl]-)
- 367927-39-7(N-Succinimidyl 6-(3-Maleimidopropionamido) Hexanoate)
- 71875-81-5(2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylate)
- 63392-86-9(Hexanoic acid, 6-[(1-oxo-2-propen-1-yl)amino]-,2,5-dioxo-1-pyrrolidinyl ester)
- 55750-61-3(AMAS)
- 103750-03-4(Mal-C2-NHS ester)
- 67806-06-8(1H-Pyrrole-2,5-dione,1-[[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]oxy]-)
- 55750-62-4(BMPS)
