69907-67-1 Usage
Description
Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid is a carboxylate compound that is renowned for its N-hydroxysuccinimide ester derivative, known as SMCC. This derivative serves as a valuable cross-linking reagent, facilitating the creation of stable maleimide-activated carrier proteins, enzyme immunoconjugates, and hapten carrier molecule conjugates. Its primary utility lies in the coupling of peptides to amino groups, making it a versatile tool in various scientific and medical applications.
Uses
Used in Bioconjugation:
Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid, through its derivative SMCC, is utilized as a cross-linking reagent for bioconjugation. It is instrumental in the formation of stable maleimide-activated carrier proteins, which are essential for the development of enzyme immunoconjugates and hapten carrier molecule conjugates.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid is employed as a key component in the synthesis of drug conjugates. Its ability to couple peptides to amino groups allows for the creation of targeted drug delivery systems, enhancing the efficacy and specificity of therapeutic agents.
Used in Research and Development:
Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid and its derivative SMCC are also used in research and development settings. They are valuable for the study of protein interactions, the development of novel bioconjugation techniques, and the advancement of diagnostic tools in the life sciences.
Used in Diagnostics:
In the diagnostics field, Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid aids in the creation of immunoconjugates that can be used for the detection and measurement of various biological markers. Its role in the formation of stable conjugates ensures the reliability and accuracy of diagnostic tests.
References
https://www.aatbio.com/products/smcc-4-n-maleimidomethyl-cyclohexanecarboxylic-acid-n-hydroxysuccinimide-ester-cas-64987-85-5
http://www.sigmaaldrich.com/catalog/product/sigma/m5525?lang=en®ion=US
Zhang, Hongyan, et al. "Antifreeze protein detection using Rhodamine B as photoluminescence label inporous silicon." Current Applied Physics13.4(2013):736-742.
Check Digit Verification of cas no
The CAS Registry Mumber 69907-67-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,9,9,0 and 7 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 69907-67:
(7*6)+(6*9)+(5*9)+(4*0)+(3*7)+(2*6)+(1*7)=181
181 % 10 = 1
So 69907-67-1 is a valid CAS Registry Number.
InChI:InChI=1S/C12H15NO4/c14-10-5-6-11(15)13(10)7-8-1-3-9(4-2-8)12(16)17/h5-6,8-9H,1-4,7H2,(H,16,17)/t8-,9-
69907-67-1Relevant articles and documents
CYCLIC COMPOUNDS AND METHODS OF MAKING AND USING
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Page/Page column 110, (2020/10/19)
Disclosed are compounds and methods for highly effective chemoselective peptide cyclization and bicyclization directly on unprotected peptides and other compounds as well as the compounds produced by the methods, which have a novel structural motif. The fast reaction rate and operational simplicity render this method to be highly effective to synthesize cyclic structures, i.e. cyclic peptides. The cyclic compounds allow for various functionalities useful in chemical biology study and drug discovery.
PHARMACEUTICAL COMPOSITIONS COMPRISING MACROLIDE DIASTEREOMERS, METHODS OF THEIR SYNTHESIS AND THERAPEUTIC USES
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Paragraph 00103, (2015/03/16)
The disclosure relates to compositions comprising diastereomer of a macrolide exhibiting improved therapeutic profile in the context of inhibiting cell proliferation compared to the corresponding compositions comprising mixture of diastereomers. The discl
Azide-alkyne cycloaddition for universal post-synthetic modifications of nucleic acids and effective synthesis of bioactive nucleic acid conjugates
Su, Yu-Chih,Lo, Yu-Lun,Hwang, Chi-Ching,Wang, Li-Fang,Wu, Min Hui,Wang, Eng-Chi,Wang, Yun-Ming,Wang, Tzu-Pin
, p. 6624 - 6633 (2014/08/18)
The regioselective post-synthetic modifications of nucleic acids are essential to studies of these molecules for science and applications. Here we report a facile universal approach by harnessing versatile phosphoramidation reactions to regioselectively incorporate alkynyl/azido groups into post-synthetic nucleic acids primed with phosphate at the 5′ termini. With and without the presence of copper, the modified nucleic acids were subjected to azide-alkyne cycloaddition to afford various nucleic acid conjugates including a peptide-oligonucleotide conjugate (POC) with high yield. The POC was inoculated with human A549 cells and demonstrated excellent cell-penetrating ability despite cell deformation caused by a small amount of residual copper chelated to the POC. The combination of phosphoramidation and azide-alkyne cycloaddition reactions thus provides a universal regioselective strategy to post-synthetically modify nucleic acids. This study also explicated the toxicity of residual copper in synthesized bioconjugates destined for biological systems. This journal is the Partner Organisations 2014.
