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64987-85-5

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64987-85-5 Usage

Description

SMCC is a hetero-bifunctional crosslinker that contain N-hydroxysuccinimide (NHS) ester and maleimide groups that allow covalent conjugation of amine- and sulfhydryl-containing molecules.

Chemical Properties

White Crystalline Solid

Uses

Different sources of media describe the Uses of 64987-85-5 differently. You can refer to the following data:
1. A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. It conjugates anti-digoxin F(ab’)2 fragments to ?-galactosidase. Conjugates hIgG to alkaline phosphatase. Spacer Arm: 11.6 Angstroms
2. A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. It conjugates anti-digoxin F(ab’)2 fragments to ?-galactosidase. Conjugates hIgG to alkaline phosphatase.Spacer Arm: 11.6 Angstroms

Definition

ChEBI: An N-hydroxysuccinimide ester derived from 4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 64987-85-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,4,9,8 and 7 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 64987-85:
(7*6)+(6*4)+(5*9)+(4*8)+(3*7)+(2*8)+(1*5)=185
185 % 10 = 5
So 64987-85-5 is a valid CAS Registry Number.
InChI:InChI=1/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

64987-85-5 Well-known Company Product Price

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  • TCI America

  • (S0853)  N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate  >98.0%(HPLC)

  • 64987-85-5

  • 100mg

  • 855.00CNY

  • Detail
  • TCI America

  • (S0853)  N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate  >98.0%(HPLC)

  • 64987-85-5

  • 1g

  • 3,220.00CNY

  • Detail
  • Alfa Aesar

  • (H54627)  N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, 98+%   

  • 64987-85-5

  • 25mg

  • 698.0CNY

  • Detail
  • Alfa Aesar

  • (H54627)  N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, 98+%   

  • 64987-85-5

  • 100mg

  • 2223.0CNY

  • Detail

64987-85-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate

1.2 Other means of identification

Product number -
Other names N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:64987-85-5 SDS

64987-85-5Downstream Products

64987-85-5Relevant articles and documents

Enzyme immunoassay for captopril

Kinoshita,Nakamaru,Tanaka,Tohira,Sawada

, p. 711 - 713 (1986)

A simple enzyme immunoassay for the determination of captopril was developed. A specific antibody for captopril was produced in rabbits that were immunized with a hapten-bovine immunoglobulin G conjugate, which was prepared by using 4-(maleimidomethyl)cyclohexane carboxylic acid as a spacer group. The limit of detection in plasma is 0.5 ng/mL. The assay has an adequate specificity, so isolation of captopril is unnecessary.

Biocompatible organic coatings based on bisphosphonic acid RGD‐derivatives for PEO‐modified titanium implants

Danilko, Ksenia V.,Dyakonov, Grigory S.,Farrakhov, Ruzil G.,Galimshina, Zulfia R.,Gil'fanova, Guzel U.,Lukina, Elena S.,Mukaeva, Veta R.,Parfenov, Evgeny V.,Parfenova, Lyudmila V.

, (2020/01/13)

Currently, significant attention is attracted to the problem of the development of the specific architecture and composition of the surface layer in order to control the biocompatibility of implants made of titanium and its alloys. The titanium surface properties can be tuned both by creating an inorganic sublayer with the desired morphology and by organic top coating contributing to bioactivity. In this work, we developed a composite biologically active coatings based on hybrid molecules obtained by chemical crosslinking of amino acid bisphosphonates with a linear tripeptide RGD, in combination with inorganic porous sublayer created on titanium by plasma electrolytic oxidation (PEO). After the addition of organic molecules, the PEO coated surface gets nobler, but corrosion currents increase. In vitro studies on proliferation and viability of fibroblasts, mesenchymal stem cells and osteoblastlike cells showed the significant dependence of the molecule bioactivity on the structure of bisphosphonate anchor and the linker. Several RGDmodified bisphosphonates of β–alanine, γ–aminobutyric and ε–aminocaproic acids with BMPS or SMCC linkers can be recommended as promising candidates for further in vivo research.

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