6-(Boc-amino)hexyl bromide - CAS 142356-33-0

6-(Boc-amino)hexyl bromide - CAS 142356-33-0 Catalog number: BADC-00595

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Boc-NH-C6-Br is a cleavable linker used for antibody-drug conjugates (ADC).

Category
ADCs Linker
Product Name
6-(Boc-amino)hexyl bromide
CAS
142356-33-0
Catalog Number
BADC-00595
Molecular Formula
C11H22BrNO2
Molecular Weight
280.20
6-(Boc-amino)hexyl bromide

Ordering Information

Catalog Number Size Price Quantity
BADC-00595 -- $--
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Description
Boc-NH-C6-Br is a cleavable linker used for antibody-drug conjugates (ADC).
Synonyms
tert-butyl N-(6-bromohexyl)carbamate
IUPAC Name
tert-butyl N-(6-bromohexyl)carbamate
Canonical SMILES
CC(C)(C)OC(=O)NCCCCCCBr
InChI
InChI=1S/C11H22BrNO2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8-12/h4-9H2,1-3H3,(H,13,14)
InChIKey
NXQXVXILNVTMNA-UHFFFAOYSA-N
Density
1.189 g/cm3
LogP
3.85730
Appearance
Colourless liquid
Purity
98 %
Shipping
Room temperature, or blue ice upon request.
Storage
2-8 °C
Signal Word
Danger
Boiling Point
340.1 °C at 760 mmHg

6-(Boc-amino)hexyl bromide, a versatile molecule in organic synthesis and chemical biology, finds diverse applications across various fields. Here are four key applications presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Integral to peptide synthesis, 6-(Boc-amino)hexyl bromide plays a pivotal role as a protecting group for amino functionalities. By temporarily shielding reactive amino groups, it facilitates the meticulous and controlled assembly of peptide chains in a step-wise manner. This precision is essential in yielding peptides of exceptional purity and specific sequences tailored for both research and therapeutic endeavors.

Click Chemistry: Positioned as a fundamental building block in click chemistry, this compound enables the intricate formation of complex molecules through bioorthogonal ligation. Capable of being functionalized with various azide or alkyne groups, it expedites the selective and rapid establishment of covalent bonds under mild conditions. This application proves particularly advantageous for labeling biomolecules and fostering the innovation of novel materials with unique properties.

Drug Development: In the realm of medicinal chemistry, 6-(Boc-amino)hexyl bromide finds utility in incorporating Boc-protected amino groups into pharmaceutical candidates. This modification can significantly enhance the pharmacokinetic attributes of drugs, including enhancing stability and bioavailability. Moreover, it plays a crucial role in the development of prodrugs, which are inert compounds that undergo metabolic transformation into active therapeutics within the body.

Polymer Chemistry: Employed as a key component in polymer chemistry, this compound serves as a valuable chain extender and cross-linking agent in the synthesis of functionalized polymers. By integrating Boc-amino groups into polymer structures, researchers can engineer materials with tailored physical and chemical characteristics. These specialized polymers find applications in diverse fields such as drug delivery systems, tissue engineering, and the creation of responsive hydrogels, showcasing the versatility and adaptability of this compound in polymer chemistry.

1.Synthesis of Peptidomimics Through Sugar-Based Scaffolds
Yves Le Merrer, Lydie Poitout, Jean-Claude Depezay
Poor oral bioavailability, low metabolic stability towards proteolysis and rapid excretion via both liver and kidneys displayed by innumerable peptides of potential therapeutic value has generated an intensive search for peptidomimics. A possible approach of such nonpeptidal peptidomimics is to replace the peptide by a scaffold that distributes in the space the peptidal side chains of amino acids essential for biological activity and mimics the bioactive conformation of the peptide.
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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