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5-MALEIMIDO VALERIC ACID, also known as 5-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)pentanoic acid, is an organic compound that contains a maleimide group and a terminal carboxylic acid. This unique structure allows it to form stable amide bonds with primary amine groups and covalent bonds with thiol groups, making it a versatile molecule for various applications in different industries.

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  • 57078-99-6 Structure
  • Basic information

    1. Product Name: 5-MALEIMIDO VALERIC ACID
    2. Synonyms: 5-MALEIMIDO VALERIC ACID;MVA;5-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)pentanoic acid;1H-Pyrrole-1-pentanoic acid, 2,5-dihydro-2,5-dioxo-;5-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)
    3. CAS NO:57078-99-6
    4. Molecular Formula: C9H11NO4
    5. Molecular Weight: 197.19
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 57078-99-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: N/A
    9. CAS DataBase Reference: 5-MALEIMIDO VALERIC ACID(CAS DataBase Reference)
    10. NIST Chemistry Reference: 5-MALEIMIDO VALERIC ACID(57078-99-6)
    11. EPA Substance Registry System: 5-MALEIMIDO VALERIC ACID(57078-99-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 57078-99-6(Hazardous Substances Data)

57078-99-6 Usage

Uses

Used in Pharmaceutical Industry:
5-MALEIMIDO VALERIC ACID is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its ability to form stable amide bonds with primary amine groups and covalent bonds with thiol groups makes it a valuable building block in the development of new drugs.
Used in Bioconjugation:
5-MALEIMIDO VALERIC ACID is used as a bioconjugation agent for the attachment of biomolecules with thiol groups. The maleimide group reacts with the thiol group to form a covalent bond, enabling the connection of proteins, peptides, or other biomolecules for various applications such as drug development, diagnostics, and research.
Used in Inhibitor Development:
5-MALEIMIDO VALERIC ACID is used as a potential inhibitor of prostaglandin endoperoxide synthase (PGHS). This enzyme plays a crucial role in the synthesis of prostaglandins, which are involved in various physiological processes, including inflammation and pain. Inhibiting PGHS can have therapeutic benefits in treating conditions associated with excessive prostaglandin production.
Used in Research and Development:
5-MALEIMIDO VALERIC ACID is used as a research tool in the development of new chemical compounds and materials. Its unique reactivity with primary amine and thiol groups makes it a valuable asset in the synthesis of novel molecules for various applications, including drug discovery, materials science, and chemical biology.
Used in Drug Delivery Systems:
5-MALEIMIDO VALERIC ACID can be utilized in the design of drug delivery systems, where its ability to form stable amide and covalent bonds can be exploited to improve the targeting, release, and overall efficacy of therapeutic agents. This application can be particularly useful in the development of targeted drug delivery systems for cancer treatment and other diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 57078-99-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,0,7 and 8 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 57078-99:
(7*5)+(6*7)+(5*0)+(4*7)+(3*8)+(2*9)+(1*9)=156
156 % 10 = 6
So 57078-99-6 is a valid CAS Registry Number.

57078-99-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)pentanoic acid

1.2 Other means of identification

Product number -
Other names 5-(2,5-dioxopyrrol-1-yl)pentanoic acid

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:57078-99-6 SDS

57078-99-6Relevant articles and documents

Lactam analogues of galiellalactone

Nilsson, Jakob,Gidl?f, Ritha,Johansson, Martin,Sterner, Olov

, p. 3336 - 3341 (2012)

A synthetic route to lactam analogues of the fungal STAT3 inhibitor galiellalactone is presented. The synthesis involves a one-pot tosylamide amide coupling/intramolecular Michael addition and an introduction of an α,β-unsaturation, regioselectively directed by the tosyl functionality. An iodolactonization of the octahydroindolizine 9 and a re-opening of the lactone were employed for introducing an iodo substituent, facilitating the preparation of 8-substituted analogues (e.g., 4) using a Suzuki cross-coupling.

Conjugate of cytotoxin molecule and cell binding receptor molecule

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Paragraph 0032; 0302-0304, (2019/10/10)

A conjugate of a strong cytotoxin molecule and a cell binding receptor molecule has a structure shown in a molecular formula (I), wherein T, L, m, n, -----, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12 and R13 are defined in the text. The conjugate is used for treating cancer, immunological diseases and infectious diseases.

CONJUGATE OF CELL-BINDING RECEPTOR WITH CYTOTOXIC AGENT

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Paragraph 0223; 0224, (2017/10/31)

PROBLEM TO BE SOLVED: To provide a conjugate of a potent cytotoxic agent with a cell-surface receptor binding molecule for targeted treatment. SOLUTION: According to the present invention, there is provided a conjugate having a structure of formula (I) and a pharmaceutical acceptable salt and a solvate thereof. The conjugate is used for treating cancer, autoimmune disease, and infectious disease. (T is a targeting or binding ligand; L is a releasable linker; a broken line is a linkage bond that L connects to a molecule inside the bracket independently; n is an integer of 1 to 20; m is an integer of 1 to 10; and a structure in parentheses is a potent antimitotic agent/drug.) SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

CONJUGATES OF CELL BINDING MOLECULES WITH CYTOTOXIC AGENTS

-

, (2017/07/15)

A conjugate of a potent cytotoxic agent with a cell-surface receptor binding molecule having a formula (I), wherein T, L, m, n, Y, R1, R2, R3, R4, R5, R6, R7, R8, Rsu

Conjugates of Cell Binding Molecules with Cytotoxic Agents

-

, (2017/11/06)

A conjugate of a potent cytotoxic agent with a cell-surface receptor binding molecule having a Formula (I), wherein T, L, m, n, R1, R2, R3, R4, R5, R6, R7, R8, R9

Synthesis of 4-maleimidobutyric acid and related maleimides

De Figueiredo, Renata Marcia,Oczipka, Philipp,Froehlich, Roland,Christmann, Mathias

, p. 1316 - 1318 (2008/12/22)

Maleimidoalkanoic acids and their activated derivatives, such as their N-hydroxysuccinimide esters, are important, though expensive, linkers for the conjugation of biomolecules. During our synthesis of UCS1025A, we have developed a chromatography-free preparation of 4-maleimidobutyric acid on a one-mole scale. Georg Thieme Verlag Stuttgart.

Design and synthesis of a novel DNA-encoded chemical library using Diels-Alder cycloadditions

Buller, Fabian,Mannocci, Luca,Zhang, Yixin,Dumelin, Christoph E.,Scheuermann, Joerg,Neri, Dario

supporting information; experimental part, p. 5926 - 5931 (2009/05/31)

DNA-encoded chemical libraries are increasingly being employed for the identification of binding molecules to protein targets of pharmaceutical relevance. Here, we describe the synthesis and characterization of a DNA-encoded chemical library, consisting of 4000 compounds generated by Diels-Alder cycloaddition reactions. The compounds were encoded with unique DNA fragments which were generated through a stepwise assembly process and serve as amplifiable bar codes for the identification and relative quantification of library members.

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