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

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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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-60-37
WGK Germany: 3
F: 10-21
HS Code: 29280000

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

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

Sigma-Aldrich

Product number: 573114
Product name: 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester
Packaging: 100mg
Price: $270
Updated: 2024/03/01

TCI Chemical

Product number: S0853
Product name: N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate
Purity: >98.0%(HPLC)
Packaging: 100mg
Price: $88
Updated: 2024/03/01

TCI Chemical

Product number: S0853
Product name: N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate
Purity: >98.0%(HPLC)
Packaging: 1g
Price: $283
Updated: 2024/03/01

Alfa Aesar

Product number: H54627
Product name: N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, 98+%
Packaging: 100mg
Price: $179
Updated: 2021/12/16

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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

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SMCC crosslinker Suppliers

Canada 2 China 207 Germany 2 India 6 Japan 2 Switzerland 1 United Kingdom 5 United States 34 Global 259

ChemPep, Inc.

Tel: +1 (888) 615-9178 / (561) 791-8787
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CovaChem, LLC.

Tel: +1815.714.8421 (direct)
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ALB Technology Limited

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InvivoChem

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Accela ChemBio Inc.

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BOC Sciences

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Aladdin Scientific

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TargetMol Chemicals Inc.

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ProteoChem Inc.

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Pierce Biotechnology, Inc.

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View Lastest Price from SMCC crosslinker manufacturers

Henan Aochuang Chemical Co.,Ltd.

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

Zhuozhou Wenxi import and Export Co., Ltd

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

Zhuozhou Wenxi import and Export Co., Ltd

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

64987-85-5, SMCC crosslinkerRelated Search:

Bismaleimide N-Chlorosuccinimide Succinimide Methyl acrylate RESMETHRIN Tris(trimethylsilyl)phosphate Cyclohexane Cyclohexanecarboxylic acid O-Phthalimide Alendronic acid Phosphonic acid, P,P'-[4-[[[4-[(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexyl]carbonyl]amino]-1-hydroxybutylidene]bis- Tranexamic Acid 6-Aminocaproic acid N-ETHYL ACRYLAMIDE DIALIFOS Maleimide Methylcyclohexane Acetohydroxamic acid

N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, SMCC

SMCC [4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester]

trans-4-(Maleimidomethyl)-cyclohexane carboxylic acid-NHS ester

N-SucciniMidyl 4-(N-MaleiMidoMethyl)cyclohexanecarboxylate

4-(N-MaleiMidoMethyl)cyclohexane-1-carboxylic acid N-hydroxysucciniMide ester, 98+%

NSC 344483

4-(N-Maleimidomethyl)cyclohexanecarboxylic Acid N-Succinimidyl Ester SMCC

25MG/100MG/10G

2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)Methyl)cyclohexanecarboxylate

SMCC N-SucciniMidyl 4-(N-MaleiMidoMethyl)cyclohexane-1-carboxylate

N-SucciniMidyl 4-(MaleiMidoMethyl)cyclohexane-1-carboxylate(SMCC)

4-(MaleiMidoMethyl)cyclohexane-1-carboxylic acid N-hydroxysucciniMide ester, 98+%

N-SucciniMidyl 4-(N-MaleiMi

SucciniMidyl-4-(N-MaleiMidoMethyl)cyclohexane-1-carboxylate (SMCC)

SMCC Crosslinker

N-SucciniMidyl 4-(N-MaleiMidoMethyl)cyclohexanecarboxylate , 98.0%(LC)

N-Succinimidyl 4-(N-maleimidomethyl)cyclohexane-

N-Succinimidyl 4-(N-maleimidomethyl)cycl

4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid N-succinimidyl ester

LKA

<i>N</i>-Succinimidyl 4-(<i>N</i>-Maleimidomethyl)cyclohexanecarboxylate

4-(N-MALEIMIDOMETHYL)CYCLOHEXANE-1-*

2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylat

n-(4-carboxycyclohexylmethyl)maleimiden-hydroxysuccinimideester

SMCC

SUCCINIMIDYL TRANS-4-(MALEIMIDYLMETHYL)CYCLOHEXANE-1-CARBOXYLATE

SUCCINIMIDYL-TRANS-4-(N-MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLATE

SUCCINIMIDYL-TRANS-4-(N-MALEIMIDYLMETHYL)CYCLOHEXANE-1-CARBOXYLATE

SUCCINIMIDYL 4-[N-MALEIMIDO-METHYL]CYCLOHEXANE-1-CARBOXYLATE

N-SUCCINIMIDYL 4-(MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLATE

N-SUCCINIMIDYL 4-(MALEIMIDOMETHYL)CYCLOHEXANECARBOXYLATE

TRANS-4-(N-MALEIMIDYLMETHYL)-CYCLO-HEXANE-1-CARBOXYLATE-N-HYDROXYSUCCINIMIDE ESTER

4-(N-MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLIC ACID N-HYDROXYSUCCINIMIDE ESTER

4-(N-MALEIMIDOMETHYL)CYCLOHEXANECARBOXYLIC ACID N-HYDROXYSUCCINIMIDE ESTER

N-succinimidyl 4-(maleimidome.)cyclo-hexanecarboxylate

4-(N-MALEIMIDOMETHYL)-CYCLOHEXANE-1-CARBOXYLIC ACID N-HYDROXYSUCCINIMIDE ESTER CRYSTALLINE

N-Succinimidyl-4-(N-maleimidomethyl)-cyclohexane-1-carboxylate

4-(Maleimidomethyl)cyclohexane-1-carboxylic acid N-hydroxysuccinimide ester

trans-4-(Maleimidomethyl)-cyclohexane carboxylic

4-(maleimidomethyl)-1-cyclohexanecarboxylic acid N-hydroxy

SMCC [4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester] *CAS 64987-85-5*

N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate &gt

Cyclohexanecarboxylic acid, 4-[(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]-, 2,5-dioxo-1-pyrrolidinyl ester

Succinimidyl 4-(N-maleimidomethyl)cyclohexanecarboxylate

N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate (2mg*5)

2,5-Dioxopyrrolidin-1-yl 4-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexane-1-carboxylate

4-(N-Maleimidomethyl)cyclohexanecarboxylic Acid N-Succinimidyl Ester

R3-RM1

Succinimidyl-4-(N- (N-maleimidomethyl) cyclohexane-1-carboxylate (SMCC), 98%

(2,5-dioxopyrrolidin-1-yl) 4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexane-1-carboxylate

SMCC，98%

4-(N-maleimidyl methyl) cyclohexane-1-carboxylic acid succinimide ester

N-Succinimidyl-4-[2-(4,4-Dimethoxytrityl)]Butyrate

SMCC, heterobifunctional cross-linker

64987-85-5

C16H18N2O6

BioChemical

Protein Modification