N-α-(t-Butoxycarbonyl)-L-asparagine methyl ester
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N-α-(t-Butoxycarbonyl)-L-asparagine methyl ester

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Category
BOC-Amino Acids
Catalog number
BAT-003119
CAS number
124842-28-0
Molecular Formula
C10H18N2O5
Molecular Weight
246.27
N-α-(t-Butoxycarbonyl)-L-asparagine methyl ester
IUPAC Name
methyl (2S)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoate
Synonyms
Boc-Asn-OMe; methyl(2S)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoate; methyl(2S)-2-((tert-butoxycarbonyl)amino)-3-carbamoylpropanoate
Purity
95%
Density
1.169±0.060 g/cm3
Boiling Point
447.2±40.0 °C
InChI
InChI=1S/C10H18N2O5/c1-10(2,3)17-9(15)12-6(5-7(11)13)8(14)16-4/h6H,5H2,1-4H3,(H2,11,13)(H,12,15)/t6-/m0/s1
InChI Key
WBCWYEJCFYVRMG-LURJTMIESA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC(=O)N)C(=O)OC

N-α-(t-Butoxycarbonyl)-L-asparagine methyl ester, a versatile compound with extensive applications in peptide synthesis and biochemistry, shines in various domains.

Peptide Synthesis: A stalwart in solid-phase peptide synthesis, N-α-(t-Butoxycarbonyl)-L-asparagine methyl ester serves as a shielded amino acid, warding off unwanted side reactions during peptide chain assembly. This safeguard ensures the preservation of desired sequences and functionalities in synthetic peptides, guiding the creation of intricate peptide structures with precision and finesse.

Pharmaceutical Research: In the realm of drug development, N-α-(t-Butoxycarbonyl)-L-asparagine methyl ester plays a pivotal role in crafting peptide-based drugs and prodrugs. The ester group’s potential hydrolysis allows for controlled release of active peptides within the body, offering a strategic approach to targeted drug delivery systems. This attribute catapults the compound into the forefront of designing sophisticated formulations for peptide therapeutics, merging innovation with therapeutic efficacy.

Biochemical Studies: Delving into enzymatic processes and protein interactions, researchers harness the power of N-α-(t-Butoxycarbonyl)-L-asparagine methyl ester to unravel intricate biochemical pathways. By integrating the compound into peptides, scientists embark on a journey to decipher how specific sequences govern biochemical dynamics, shedding light on enzyme specificity and protein functionalities.

Material Science: Embracing the frontier of material science, N-α-(t-Butoxycarbonyl)-L-asparagine methyl ester emerges as a cornerstone in biomaterial development for applications in tissue engineering. Infusing peptide-based materials with this compound elevates biocompatibility and functionality, culminating in the creation of advanced biomaterials like hydrogels and scaffolds. These innovative materials not only propel advancements in regenerative medicine but also find essential roles in diverse biomedical applications, heralding a new era of biomaterial innovation and biomedical engineering.

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