ChemicalBook > CAS DataBase List > SMCC crosslinker

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
More
Less

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)
More
Less

Safety

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

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.

More
Less

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
More
Less

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

More
Less

SMCC crosslinker Suppliers

Canada 2 China 207 Germany 2 India 6 Japan 2 Switzerland 1 United Kingdom 5 United States 34 Global 259
Suzhou Highfine Biotech Co., Ltd
Tel
0512-68311833 13962195826
Fax
0512-68417696
Email
wuhao@highfine.com
Country
China
ProdList
498
Advantage
75
Hygeia (Chengdu) pharmaceutical technique Co., Ltd
Tel
028-84502008 13568869383
Fax
028-66476329
Email
sales@hygeiapharm.com
Country
China
ProdList
293
Advantage
55
Suzhouhongxiong
Tel
18051745768 18051745768
Email
Suzhouhongxiong@163.com
Country
China
ProdList
100
Advantage
58
Shandong utilizing biological technology co., LTD
Tel
15966937598
Fax
3407640895 3071519937
Email
3407650895@qq.com
Country
China
ProdList
1000
Advantage
58
Shanghai Bolu Biotechnology Co., Ltd
Tel
13062875887 13062875887
Email
3662942976@QQ.com
Country
China
ProdList
298
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94838
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028 13552068683
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12458
Advantage
60
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42982
Advantage
64
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Jinan Trio PharmaTech Co., Ltd.
Tel
+86 (531) 88811783
Fax
+86 (531) 55696010 QQ 1762738062
Email
sales@trio-pharmatech.com (International market)
Country
China
ProdList
1856
Advantage
62
Beijing Isomersyn Technology CO;LTD
Tel
010-82954736 13391601435
Email
sales@isomersyn.com
Country
China
ProdList
3296
Advantage
57
Daicel Chiral Technologies (China)CO.,LTD
Tel
021-50460086-9 15921403865
Fax
+86-21-50462321
Email
han_yajun@dctc.daicel.com
Country
China
ProdList
6854
Advantage
65
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14443
Advantage
57
Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
+8618575662672 18575662672
Fax
021 51613951
Email
mzeng@3wpharm.com
Country
China
ProdList
9747
Advantage
57
Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
4550
Advantage
62
ZhengZhou HuaWen Chemical Co.Ltd
Tel
0370-2785118 15343847665
Fax
QQ：3470079902
Email
huawenchem@163.com
Country
China
ProdList
3206
Advantage
55
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4647
Advantage
58
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4941
Advantage
60
T&W GROUP
Tel
021-61551611 13296011611
Fax
＋86 21-50676805
Email
contact@trustwe.com
Country
China
ProdList
9900
Advantage
58
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12338
Advantage
58
Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097
Email
info@topbiochem.com
Country
China
ProdList
9442
Advantage
58
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22519
Advantage
55
ShenZhen InnoSyn Biotech Co.,Ltd
Tel
0755-28351685 18503098468
Fax
+86-755-28466854
Email
innosyn@163.com
Country
China
ProdList
600
Advantage
55
Cantotech Chemicals, Ltd.
Tel
86-0755-86635001
Fax
86-0755-22642228
Email
cantotech@126.com
Country
China
ProdList
4576
Advantage
55
Shanghai Raise Chemical Technology Co.,Ltd
Tel
+86-021-50935922
Fax
+86-021-33847795
Country
China
ProdList
7876
Advantage
55
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Tianjin Chempharmatech Co.,Ltd.
Tel
022-66211079 13212288319
Fax
qq1405432731
Email
sales@chempharmatech.com
Country
China
ProdList
806
Advantage
55
Shanghai BeiZhuo Biotech Co., Ltd.
Tel
021-61119791,13386096464
Fax
021-50190009
Email
bzswkf@foxmail.com
Country
China
ProdList
3924
Advantage
50
Hubei XinyuanShun Chemical Co., Ltd.
Tel
13971561712, 13995564702, 027-50664929
Fax
027-50664927
Email
hbeixys2001@163.com
Country
China
ProdList
3123
Advantage
55
Bide Pharmatech Ltd.
Tel
400-1647117 15221909166
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41438
Advantage
60
Shanghai DiBai Chemicals Co., Ltd.
Tel
021-54359730 400-008-9730
Fax
021-54353864
Email
info@chemxyz.com
Country
China
ProdList
3993
Advantage
60
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15185
Advantage
58
Hunan HuaTeng Pharmaceutical Co., Ltd.,
Tel
400-8592883 15367835770
Fax
0731-82251112
Email
viola@huatengsci.com
Country
China
ProdList
5877
Advantage
58
Shanghai Balmxy Pharmaceutical Co., Ltd
Tel
021-24206007 13764915196
Fax
86-021-23027023
Email
sales@balmxy.com
Country
China
ProdList
6719
Advantage
55
Shandong Juntai Pharmaceutical Co., LTD.
Tel
18963498209
Fax
0531-66958526
Email
sales@h2opharm.com
Country
China
ProdList
134
Advantage
55
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939 15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
15878
Advantage
55
Heliosense Biotechnologies,Inc
Tel
0592-5667290 18649641090
Fax
0592-5667261
Email
info@heliosense.com
Country
China
ProdList
98
Advantage
58
Shanghai HuanChuan Industry Co.,Ltd.
Tel
021-61478794
Fax
021-61478794
Email
sales@hcshhai.com
Country
China
ProdList
9798
Advantage
50
Shanghai Song Yuan Chemical Technology Co., Ltd.
Tel
010-1234567 18521000990
Fax
86-021-33275113
Email
sonyuanchemical@163.com
Country
China
ProdList
6490
Advantage
50
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51471
Advantage
80
3A SpeedChemical Inc
Tel
21-65679720
Fax
0086-21-5186 1128
Email
service@speedchemical.com
Country
China
ProdList
604
Advantage
55
Huzhou G-ing Pharmaceutical Co., Ltd.
Tel
0572-2057072 18057208770
Fax
0572-2310569
Country
China
ProdList
85
Advantage
55
CHMA Chemical Technology (Shanghai) Co., Ltd
Tel
021-61556450 15800904410
Fax
021-61556450
Country
China
ProdList
2837
Advantage
58
Henan CoreyChem Co., Ltd
Tel
0371-86658258
Fax
0371-60996044
Email
info@coreychem.com
Country
China
ProdList
10457
Advantage
58
Shanghai Qiao Chemical Science Co., Ltd
Tel
021-58892003
Email
info@qiaochem.com
Country
China
ProdList
5881
Advantage
65
More
Less

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