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367927-39-7

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  • Hexanoic acid,6-[[3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxopropyl]amino]-,2,5-dioxo-1-pyrrolidinyl ester

    Cas No: 367927-39-7

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  • Hexanoic acid,6-[[3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxopropyl]amino]-,2,5-dioxo-1-pyrrolidinyl ester

    Cas No: 367927-39-7

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367927-39-7 Usage

Description

N-SUCCINIMIDYL 6-(3-MALEIMIDOPROPIONAMIDO) HEXANOATE, also known as SMPH Crosslinker, is a non-cleavable, water-soluble crosslinking reagent that contains a maleimide and NHS ester group. It is designed to react with thiol groups and primary amines, forming thiolester and amide bonds, respectively. The maleimide group is reactive with thiol groups between pH 6.5 to 7.5, while the NHS ester group is reactive toward primary amines. The spacer arm of the crosslinker is 14.3 angstroms, which allows for a specific distance between the molecules being crosslinked.

Uses

1. Used in Bioconjugation Applications:
N-SUCCINIMIDYL 6-(3-MALEIMIDOPROPIONAMIDO) HEXANOATE is used as a heterobifunctional crosslinking reagent for bioconjugation purposes. It facilitates the covalent attachment of biomolecules, such as proteins, peptides, and other thiol-containing molecules, to primary amine-containing molecules, like other proteins, antibodies, or ligands. This crosslinking ability is crucial for the development of various biotechnological and pharmaceutical applications, including drug delivery systems, enzyme immobilization, and the creation of biosensors.
2. Used in Research and Development:
In the field of research and development, N-SUCCINIMIDYL 6-(3-MALEIMIDOPROPIONAMIDO) HEXANOATE is employed as a valuable tool for studying protein-protein interactions, enzyme kinetics, and the structural properties of biomolecules. The crosslinker can be used to investigate the effects of molecular distance and orientation on the function and stability of biomolecules, providing insights into their mechanisms of action.
3. Used in Pharmaceutical Industry:
N-SUCCINIMIDYL 6-(3-MALEIMIDOPROPIONAMIDO) HEXANOATE is used as a crosslinking agent in the pharmaceutical industry for the development of novel drug conjugates and targeted therapeutics. By crosslinking therapeutic agents to specific targeting molecules, such as antibodies or peptides, the crosslinker can enhance the selectivity and efficacy of drug delivery, reducing off-target effects and improving patient outcomes.
4. Used in Diagnostics:
In the diagnostics industry, N-SUCCINIMIDYL 6-(3-MALEIMIDOPROPIONAMIDO) HEXANOATE is utilized as a key component in the development of immunoassays and other diagnostic tests. The crosslinker can be used to attach detection molecules, such as fluorescent tags or enzymes, to antibodies or other recognition elements, enabling the sensitive and specific detection of target analytes in various sample types.
5. Used in Material Science:
N-SUCCINIMIDYL 6-(3-MALEIMIDOPROPIONAMIDO) HEXANOATE is also used in material science for the development of novel biocompatible materials and coatings. The crosslinker can be employed to attach biomolecules, such as cell adhesion peptides or growth factors, to surfaces, improving their biocompatibility and promoting cell attachment and growth. This has applications in tissue engineering, regenerative medicine, and the development of medical devices.

Check Digit Verification of cas no

The CAS Registry Mumber 367927-39-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,6,7,9,2 and 7 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 367927-39:
(8*3)+(7*6)+(6*7)+(5*9)+(4*2)+(3*7)+(2*3)+(1*9)=197
197 % 10 = 7
So 367927-39-7 is a valid CAS Registry Number.

367927-39-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Succinimidyl 6-(3-Maleimidopropionamido) Hexanoate

1.2 Other means of identification

Product number -
Other names (2,5-dioxopyrrolidin-1-yl) 6-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]hexanoate

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:367927-39-7 SDS

367927-39-7Downstream Products

367927-39-7Relevant articles and documents

PROCESSES FOR THE SYNTHESIS AND PURIFICATION OF HETEROBIFUNCTIONAL CROSS-LINKERS

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Page/Page column 14-15, (2011/04/14)

The present invention relates to a novel process for the production of a compound of formula (1), wherein n = 1 to 10 and m = 1 to 10, in linear two-step synthesis, wherein an N-maleimido acid NHS ester of formula (6), wherein n = 1 to 10, occurs as an intermediate. The invention further provides processes for the purification of the product and of the intermediate. In particular, the invention provides a process for the production and purification of succinimidyl-6-[β-maleimidopropionamido]hexanoate (SMPH). SMPH is a compound of formula (1), wherein m = 5 and n = 2.

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