N-β-(t-Butoxycarbonyl)-D-β-homoalanine
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N-β-(t-Butoxycarbonyl)-D-β-homoalanine

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Category
BOC-Amino Acids
Catalog number
BAT-005170
CAS number
159991-23-8
Molecular Formula
C9H17NO4
Molecular Weight
203.24
N-β-(t-Butoxycarbonyl)-D-β-homoalanine
IUPAC Name
(3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
Synonyms
Boc-D-Ala-(C#CH2)OH; Boc-D-β-homoAla-OH; (R)-3-[(t-Butoxycarbonyl)amino]butanoic acid; (R)-3-((tert-Butoxycarbonyl)amino)butanoic acid; (R)-N-BOC-3-AMINOBUTYRIC ACID; Boc-D-β-homoalanine; (R)-3-(Boc-amino)butyric acid
Appearance
Off-white powder
Purity
≥ 98% (HPLC)
Density
1.101±0.060 g/cm3
Melting Point
104-107 °C
Boiling Point
339.5±25.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C9H17NO4/c1-6(5-7(11)12)10-8(13)14-9(2,3)4/h6H,5H2,1-4H3,(H,10,13)(H,11,12)/t6-/m1/s1
InChI Key
PYNDHEONPQYIAN-ZCFIWIBFSA-N
Canonical SMILES
CC(CC(=O)O)NC(=O)OC(C)(C)C

N-β-(t-Butoxycarbonyl)-D-β-homoalanine, a specialized chemical with diverse biotechnological and pharmaceutical applications, plays a pivotal role in various fields. Here are the key applications discussed with high perplexity and burstiness:

Peptide Synthesis: Embedded in the realm of solid-phase peptide synthesis (SPPS), N-β-(t-Butoxycarbonyl)-D-β-homoalanine serves as a crucial building block, facilitating the intricate assembly of complex peptides. By harnessing this compound, researchers can intricately design peptides endowed with specific attributes and functionalities, tailored for both research exploration and therapeutic interventions.

Drug Design: Embracing the arena of pharmaceutical innovation, this compound finds its niche in the architecture of peptide-based therapeutics. Its incorporation enhances the stability and bioavailability of peptide drugs, thereby refining their interaction with biological targets and ultimately elevating therapeutic outcomes, illuminating a pathway for an enhanced medical landscape.

Bioconjugation: Driving the development of targeted drug delivery systems and diagnostic tools, N-β-(t-Butoxycarbonyl)-D-β-homoalanine unfolds its significance in bioconjugation processes. Acting as a linchpin in linking peptides or proteins with diverse entities like drugs, imaging agents, or surfaces, this application underscores precision and specificity in conjugation strategies, auguring an era of heightened efficacy in the end product.

Enzyme Inhibitor Design: In sculpting the landscape of enzyme inhibitors, the infusion of N-β-(t-Butoxycarbonyl)-D-β-homoalanine into inhibitor molecules emerges as a transformative modulator of enzyme activity. This design approach serves as a cornerstone in combatting diseases rooted in enzyme dysregulation, empowering researchers to craft inhibitors imbued with enhanced selectivity and potency, thus amplifying the arsenal of therapeutic possibilities with refined efficacy.

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