SMCC crosslinker
- Product Name
- SMCC crosslinker
- CAS No.
- 64987-85-5
- Chemical Name
- SMCC crosslinker
- Synonyms
- SMCC;2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)Methyl)cyclohexanecarboxylate;NSC 344483;SMCC Crosslinker;N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, SMCC;LKA;R3-RM1;SMCC，98%;25MG/100MG/10G;N-SucciniMidyl 4-(N-MaleiMi
- CBNumber
- CB6748487
- Molecular Formula
- C16H18N2O6
- Formula Weight
- 334.32
- MOL File
- 64987-85-5.mol
SMCC crosslinker Property
- Melting point:
- 180-182 °C (lit.)
- Boiling point:
- 501.7±42.0 °C(Predicted)
- Density
- 1.42±0.1 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- chloroform: 50 mg/mL
- form
- powder
- pka
- -2.24±0.20(Predicted)
- color
- White to Off-White
- Sensitive
- Moisture & Light Sensitive
- BRN
- 1555271
- InChI
- InChI=1S/C16H18N2O6/c19-12-5-6-13(20)17(12)9-10-1-3-11(4-2-10)16(23)24-18-14(21)7-8-15(18)22/h5-6,10-11H,1-4,7-9H2
- InChIKey
- JJAHTWIKCUJRDK-UHFFFAOYSA-N
- SMILES
- C1(C(ON2C(=O)CCC2=O)=O)CCC(CN2C(=O)C=CC2=O)CC1
- CAS DataBase Reference
- 64987-85-5(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-60-37
- WGK Germany
- 3
- F
- 10-21
- HS Code
- 29280000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- M5525
- Product name
- 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester
- Purity
- ≥98%, powder
- Packaging
- 5mg
- Price
- $37.7
- Updated
- 2024/03/01
- Product number
- 573114
- Product name
- 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester
- Packaging
- 100mg
- Price
- $270
- Updated
- 2024/03/01
- Product number
- S0853
- Product name
- N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate
- Purity
- >98.0%(HPLC)
- Packaging
- 100mg
- Price
- $88
- Updated
- 2024/03/01
- Product number
- S0853
- Product name
- N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate
- Purity
- >98.0%(HPLC)
- Packaging
- 1g
- Price
- $283
- Updated
- 2024/03/01
- Product number
- H54627
- Product name
- N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, 98+%
- Packaging
- 100mg
- Price
- $179
- Updated
- 2021/12/16
SMCC crosslinker Chemical Properties,Usage,Production
Description
SMCC crosslinker is a hetero-bifunctional crosslinker that contain N-hydroxysuccinimide (NHS) ester and maleimide groups that allow covalent conjugation of amine- and sulfhydryl-containing molecules. SMCC crosslinker must be dissolved in an organic solvent, such as DMSO or DMF, and then can be added to an aqueous crosslinking reaction. SMCC crosslinking reagent is permeable across the lipid bilayer of the cell membrane and can be used to crosslink intracellular proteins and peptides.
Chemical Properties
White Crystalline Solid
Uses
A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. It conjugates anti-digoxin F(abTaIII)2 fragments to l-B-galactosidase. Conjugates hIgG to alkaline phosphatase.Spacer Arm: 11.6 Angstroms.
Definition
ChEBI: Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate is an N-hydroxysuccinimide ester derived from 4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid. It is a member of maleimides and a N-hydroxysuccinimide ester.
General Description
4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester (SMCC) is a heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. It is typically coupled initially to molecules containing primary amine by amide bond buffered at pH 7.5 (6.5-8.5). The second coupling is specific for molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). SMCC contains nine atom linker. An extended aliphatic spacer stabilizes the maleimide prior to coupling compared to aromatic spacers.
Chemical Reactivity
Succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylate (SMCC) is a non-cleavable and membrane permeable crosslinker. It contains an amine-reactive N -hydroxysuccinimide (NHS ester) and a sulfhydryl-reactive maleimide group. NHS esters react with primary amines at pH 7-9 to form stable amide bonds. Maleimides react with sulfhydryl groups at pH 6.5-7.5 to form stable thioether bonds. The maleimide groups of SMCC and Sulfo-SMCC and are unusually stable up to pH 7.5 because of the cyclohexane bridge in the spacer arm.
SMCC crosslinker Preparation Products And Raw materials
Raw materials
Preparation Products
SMCC crosslinker Suppliers
- Tel
- 03-36680489
- Fax
- 03-3668-0520
- Sales-JP@TCIchemicals.com
- Country
- Japan
- ProdList
- 28398
- Advantage
- 80
View Lastest Price from SMCC crosslinker manufacturers
- Product
- N-Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate 64987-85-5
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-26
- Product
- N-Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate 64987-85-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- N-Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate 64987-85-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08