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N-Succinimidyl 11-(maleimido)undecanoate is a versatile chemical compound used in bioconjugation and protein labeling applications. It features a succinimide moiety that can react with primary amines on proteins to form stable amide bonds, and a maleimide group that selectively reacts with thiol groups on cysteine residues in proteins. N-Succinimidyl 11-(maleimido)undecanoate's long hydrophobic spacer arm of 11 carbons provides increased flexibility and distance between the labeling site and the target protein, making it particularly useful for conjugating to larger proteins or complexes.

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  • 87981-04-2 Structure
  • Basic information

    1. Product Name: N-Succinimidyl 11-(maleimido)undecanoate
    2. Synonyms: N-SUCCINIMIDYL 11-MALEIMIDOUNDECANOATE;N-(11-MALEIMIDOUNDECANOYLOXY)SUCCINIMIDE;11-Maleimidoundecanoic acid N-succinimidyl ester;N-(11-Maleimidoundecanoyloxy)succinimide, N-Succinimidyl 11-maleimidoundecanoate;11-(MaleiMido)undecanoic acid N-hydroxysucciniMide ester;NHS-(CH2)10-Mal (KMUS);1H-Pyrrole-2,5-dione, 1-[11-[(2,5-dioxo-1-pyrrolidinyl)oxy]-11-oxoundecyl]-;KMUS N-Succinimidyl 11-(maleimido)undecanoe
    3. CAS NO:87981-04-2
    4. Molecular Formula: C19H26N2O6
    5. Molecular Weight: 378.42
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 87981-04-2.mol
  • Chemical Properties

    1. Melting Point: 90.0 to 94.0 °C
    2. Boiling Point: 520.4±42.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.25±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. PKA: -2.20±0.20(Predicted)
    10. CAS DataBase Reference: N-Succinimidyl 11-(maleimido)undecanoate(CAS DataBase Reference)
    11. NIST Chemistry Reference: N-Succinimidyl 11-(maleimido)undecanoate(87981-04-2)
    12. EPA Substance Registry System: N-Succinimidyl 11-(maleimido)undecanoate(87981-04-2)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS:
    6. F: 10-21
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 87981-04-2(Hazardous Substances Data)

87981-04-2 Usage

Uses

Used in Bioconjugation Applications:
N-Succinimidyl 11-(maleimido)undecanoate is used as a cross-linking agent for attaching various functional groups to proteins, such as fluorophores, biotin, or other molecules. This allows for the study of protein interactions, localization, and dynamics in biochemical and biophysical research.
Used in Protein Labeling Applications:
N-Succinimidyl 11-(maleimido)undecanoate is used as a protein labeling reagent to modify proteins with specific tags or probes. N-Succinimidyl 11-(maleimido)undecanoate's unique structure enables the formation of stable amide bonds with primary amines and selective reactions with thiol groups, facilitating the attachment of labels for various analytical techniques.
Used in Chemical Biology Research:
N-Succinimidyl 11-(maleimido)undecanoate is used as a versatile reagent in chemical biology research, enabling the exploration of protein function, structure, and interactions. Its long hydrophobic spacer arm allows for the study of larger proteins or complexes, providing valuable insights into biological processes and potential therapeutic targets.
Used in Biochemical and Biophysical Studies:
N-Succinimidyl 11-(maleimido)undecanoate is used as a tool in biochemical and biophysical studies to investigate protein properties, such as folding, stability, and interactions with other biomolecules. N-Succinimidyl 11-(maleimido)undecanoate's ability to form stable bonds and selectively modify proteins makes it an essential component in the development of novel assays and techniques for understanding protein behavior.

Check Digit Verification of cas no

The CAS Registry Mumber 87981-04-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,9,8 and 1 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 87981-04:
(7*8)+(6*7)+(5*9)+(4*8)+(3*1)+(2*0)+(1*4)=182
182 % 10 = 2
So 87981-04-2 is a valid CAS Registry Number.

87981-04-2 Well-known Company Product Price

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  • TCI America

  • (S0882)  N-Succinimidyl 11-Maleimidoundecanoate  >98.0%(HPLC)

  • 87981-04-2

  • 20mg

  • 890.00CNY

  • Detail
  • TCI America

  • (S0882)  N-Succinimidyl 11-Maleimidoundecanoate  >98.0%(HPLC)

  • 87981-04-2

  • 100mg

  • 3,250.00CNY

  • Detail

87981-04-2SDS

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 11-Maleimidoundecanoic Acid N-Succinimidyl Ester

1.2 Other means of identification

Product number -
Other names (2,5-dioxopyrrolidin-1-yl) 11-(2,5-dioxopyrrol-1-yl)undecanoate

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:87981-04-2 SDS

87981-04-2Downstream Products

87981-04-2Relevant articles and documents

Synthesis N - maleic imide-based arylalkylic and its succinyl eater of method

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Paragraph 0079-0082, (2017/10/13)

The invention provides a method for synthesizing N-maleimidoalkyl acid and succinimido ester thereof, which comprises the following steps: (a) carrying out cyclization reaction on a compound disclosed as Formula (II) and phenyl 4-nitrotrifluoroacetate in an organic solvent in the presence of alkali to obtain N-maleimidoalkyl acid disclosed as Formula (III); and (b) reacting the N-maleimidoalkyl acid disclosed as Formula (III) and an acylation reagent in an organic solvent at reflux temperature to obtain an acyl chloride intermediate disclosed as (IV), reacting the acyl chloride intermediate disclosed as (IV) with N-hydroxy succinimide in an organic solvent in the presence of alkali to obtain the N-maleimidoalkyl acid succinimido ester disclosed as Formula (V). The method has the advantages of simple technique, high yield and high product purity, and is suitable for industrial production. The reaction route is disclosed in the specification.

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