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Mc-Val-Ala-PAB is a chemical compound consisting of a peptide sequence made up of the amino acids valine (Val) and alanine (Ala), which are connected to para-aminobenzoic acid (PAB) through a linker molecule. It is known for its role in the synthesis of antibody-drug conjugates, a targeted approach in cancer therapy. The PAB component acts as the cytotoxic drug's attachment point for cancer cell targeting, while the peptide sequence enhances the compound's stability and bioavailability.

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  • 6-(2,5-dioxopyrrol-1-yl)-N-[(1S)-1-[[(1S)-2-[4-(hydroxymethyl)anilino]-1-methyl-2-oxo-ethyl]carbamoyl]-2-methyl-propyl]hexanamide;1870916-87-2

    Cas No: 1870916-87-2

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  • 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-[(1S)-1-{[(1S)-1-[(4-(hydroxymethyl)phenyl)carbamoyl]ethyl]carbamoyl}-2-methylpropyl]hexanamide

    Cas No: 1870916-87-2

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  • 1870916-87-2 Structure
  • Basic information

    1. Product Name: Mc-Val-Ala-PAB
    2. Synonyms: Mc-Val-Ala-PAB
    3. CAS NO:1870916-87-2
    4. Molecular Formula: C25H34N4O6
    5. Molecular Weight: 486.56066
    6. EINECS: N/A
    7. Product Categories: Linker;ADC LINKER
    8. Mol File: 1870916-87-2.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.: under inert gas (nitrogen or Argon) at 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: Mc-Val-Ala-PAB(CAS DataBase Reference)
    10. NIST Chemistry Reference: Mc-Val-Ala-PAB(1870916-87-2)
    11. EPA Substance Registry System: Mc-Val-Ala-PAB(1870916-87-2)
  • 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: 1870916-87-2(Hazardous Substances Data)

1870916-87-2 Usage

Uses

Used in Pharmaceutical Industry:
Mc-Val-Ala-PAB is used as a component in the synthesis of antibody-drug conjugates for targeted cancer therapy. It is utilized for its ability to selectively deliver cytotoxic drugs to cancer cells, enhancing the treatment's efficacy and reducing side effects on healthy cells.
Used in Cancer Treatment:
Mc-Val-Ala-PAB is used as a carrier for cytotoxic drugs in antibody-drug conjugates, allowing for the specific targeting of cancer cells. This selective delivery system has shown promising results in preclinical studies and clinical trials, indicating its potential to improve cancer treatment outcomes by increasing the drug's bioavailability and minimizing damage to healthy tissues.

Check Digit Verification of cas no

The CAS Registry Mumber 1870916-87-2 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,8,7,0,9,1 and 6 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1870916-87:
(9*1)+(8*8)+(7*7)+(6*0)+(5*9)+(4*1)+(3*6)+(2*8)+(1*7)=212
212 % 10 = 2
So 1870916-87-2 is a valid CAS Registry Number.

1870916-87-2Relevant articles and documents

Development of bifunctional anti-PD-L1 antibody MMAE conjugate with cytotoxicity and immunostimulation

Xiao, Dian,Luo, Longlong,Li, Jiaguo,Wang, Zhihong,Liu, Lianqi,Xie, Fei,Feng, Jiannan,Zhou, Xinbo

, (2021/09/27)

In recent years, tumor immunotherapy, especially the combination of PD1/PD-L1 inhibitors and chemotherapy, has developed rapidly. However, the systemic side effects induced by chemotherapy remain a crucial problem that needs to be addressed. Antibody drug conjugates (ADCs) are exceptional target-specific prodrugs that greatly improve the therapeutic window of chemotherapy drugs. Therefore, designing PD-L1-targeting ADCs is an interesting research project. In this study, we confirmed for the first time that the commercial anti-PD-L1 antibody Atezolizumab has better endocytosis efficiencies than Avelumab, and was more suitable for ADC design. Then, the most popular cytotoxic payload MMAE was conjugated to Atezolizumab via a classical dipeptide (valine-alanine) linker to generate a bifunctional PD-L1 ADC (ADC 3). An in vitro cytotoxicity test indicated the potent tumor cell inhibitory activity of ADC 3, with EC50 values of 9.75 nM to 11.94 nM. In addition, a co-culture of PBMCs in vitro proved that ADC 3 retained the immune activation effect of the Atezolizumab antibody. Moreover, ADC 3 exhibited a higher tumor inhibition rate and tumor regression rate in humanized immune system mice. To the best of our knowledge, this is the most active PD-L1-ADC reported thus far, which may promote the development of immunotherapy and novel ADCs.

QUATERNIZED NICOTINAMIDE ADENINE DINUCLEOTIDE SALVAGE PATHWAY INHIBITOR CONJUGATES

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Paragraph 0906; 0907, (2018/11/22)

Compounds and compositions are disclosed in which a NAMPT Drug Unit is conjugated to a targeting Ligand Unit through quaternization by a Linker Unit from which a NAMPT inhibitor compound or derivative thereof is released at the targeted site of action. Methods for treating diseases characterized by the targeted abnormal cells, such as those of cancer or an autoimmune disease, using the compounds and compositions of the invention are also disclosed.

Development and properties of valine-alanine based antibody-drug conjugates with monomethyl auristatin E as the potent payload

Wang, Yanming,Fan, Shiyong,Zhong, Wu,Zhou, Xinbo,Li, Song

, (2017/09/01)

Antibody-drug conjugates (ADCs), designed to selectively deliver cytotoxic agents to antigen-bearing cells, are poised to become an important class of cancer therapeutics. Human epithelial growth factor receptor (HER2) is considered an effective target for cancer treatment, and a HER2-targeting ADC has shown promising results. Most ADCs undergoing clinical evaluation contain linkers that have a lysosomal protease-cleavable dipeptide, of which the most common is valine-citrulline (VC). However, valine-alanine (VA), another dipeptide comprising two human essential amino acids, has been used in next generation ADCs loading new toxins, but the druggable properties of ADCs loaded the most popular monomethyl auristatin E (MMAE) remain to be further explored. In this study, we generated VA-based ADCs that connected MMAE to an anti-HER2 antibody. We studied the differences in the preparation process, in vitro stability, cathepsin B activity and in vitro cytotoxicity of VA-based ADC compared to the ADC of VC. VA had comparable performance to VC, which preliminarily displays its practicability. Additional efficacy and safety studies in a xenograft model indicate this novel ADC exerted potent anti-tumor activity and negligible toxicity. The results of this study show the application potential of VA-based ADC with MMAE as the payload.

Antibody-Drug Conjugates, Compositions and Methods of Use

-

, (2015/01/06)

Antibody-cytotoxin antibody-drug conjugates and related compounds, such as linker-cytotoxin conjugates and the linkers used to make them, tubulysin analogs, and intermediates in their synthesis; compositions; and methods, including methods of treating can

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