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Mal-L-Dap(Boc)-OH - CAS 1491152-23-8

Mal-L-Dap(Boc)-OH - CAS 1491152-23-8 Catalog number: BADC-00602

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Mal-L-Dap(Boc)-OH is an ADC linker featuring a maleimide (Mal) group for thiol-reactive conjugation and a Boc-protected side chain for orthogonal deprotection. It is primarily used to synthesize antibody-drug conjugates (ADCs) by enabling stable thiol-maleimide linkages with cysteine residues in antibodies, while the Boc group allows selective modification of the side chain. This compound is widely applied in targeted therapeutics and drug delivery systems, particularly in ADC development for cancer treatment.

Category
ADC Linker
Product Name
Mal-L-Dap(Boc)-OH
CAS
1491152-23-8
Catalog Number
BADC-00602
Molecular Formula
C12H16N2O6
Molecular Weight
284.27
Purity
>99%
Mal-L-Dap(Boc)-OH

Ordering Information

Catalog Number Size Price Quantity
BADC-00602 -- $-- Inquiry
Synonyms
N-alpha-Maleimido-N-beta-Boc-L-2,3-diaminopropionic acid; Mal-Dpr(Boc); (S)-maleoyl-DPR(boc)-OH; 1H-Pyrrole-1-acetic acid, α-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-2,5-dihydro-2,5-dioxo-, (αS)-; Mal-Dap(Boc); Mal-L-Dap(Boc)-OH; N-alpha-Maleimido-N-beta-t-butyloxycarbonyl-L-2,3-diaminopropionic acid; Mal-Dap(Boc)-OH; Mal-L-PA-NH-Boc; (αS)-α-[[[(1,1-Dimethylethoxy)carbonyl]amino]methyl]-2,5-dihydro-2,5-dioxo-1H-pyrrole-1-acetic acid; (S)-3-((tert-Butoxycarbonyl)amino)-2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoic acid; (S)-3-(tert-Butoxycarbonylamino)-2-(maleimido)propanoic acid
IUPAC Name
(2S)-2-(2,5-dioxopyrrol-1-yl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Canonical SMILES
CC(C)(C)OC(=O)NC[C@@H](C(=O)O)N1C(=O)C=CC1=O
InChI
InChI=1S/C12H16N2O6/c1-12(2,3)20-11(19)13-6-7(10(17)18)14-8(15)4-5-9(14)16/h4-5,7H,6H2,1-3H3,(H,13,19)(H,17,18)/t7-/m0/s1
InChIKey
QNSOCOXQLKMHCV-ZETCQYMHSA-N
Density
1.368±0.06 g/cm3
Appearance
White to off-white solid
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 2-8 °C
Boiling Point
494.4±40.0 °C at 760 mmHg
Related CAS
2004724-16-5 (DCHA salt)

Mal-L-PA-NH-Boc is a chemical compound used as a building block in peptide synthesis, offering various applications in biochemical research and pharmaceutical development. Here are some key applications of Mal-L-PA-NH-Boc:

Peptide Synthesis: Mal-L-PA-NH-Boc is widely used in the synthesis of peptides, where it acts as a protected amino acid derivative. It facilitates the construction of complex peptide chains by preventing side reactions during the coupling process. This makes it improtant for researchers developing therapeutic peptides and studying protein structure and function.

Drug Design and Development: This compound is instrumental in the development of peptide-based drugs, which are designed to target specific proteins or receptors in the body. By incorporating Mal-L-PA-NH-Boc into the drug design process, chemists can create peptides that exhibit desired biological activities with high specificity. It helps in optimizing drug candidates for enhanced efficacy and reduced side effects.

Bioconjugation Experiments: Mal-L-PA-NH-Boc is used in bioconjugation strategies to attach peptides to other molecules, such as drugs, dyes, or nanoparticles. This enables researchers to study cellular uptake, track peptide distribution in living systems, or enhance the therapeutic properties of a given molecule. The compound’s versatility in bioconjugation makes it essential for creating multifunctional biomolecules.

Protein Engineering: In protein engineering, Mal-L-PA-NH-Boc can be utilized to introduce non-natural amino acids into proteins, allowing for the exploration of novel functions and properties. This application is crucial for designing proteins with enhanced stability, activity, or specificity.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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