Boc-Ala(cButyl)-OH DIPA
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Boc-Ala(cButyl)-OH DIPA

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Category
BOC-Amino Acids
Catalog number
BAT-000981
CAS number
1309668-80-1
Molecular Formula
C18H36N2O4
Molecular Weight
344.50
IUPAC Name
(2S)-3-cyclobutyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;N-propan-2-ylpropan-2-amine
Synonyms
Boc-Ala(β-cyclobutyl)-OH DIPA; N-α-(t-Butoxycarbonyl)-β-cyclobutyl-L-alanine diisopropylammonium salt
Appearance
White powder
Purity
≥ 99% (Chiral HPLC, HPLC)
Melting Point
96-100 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C12H21NO4.C6H15N/c1-12(2,3)17-11(16)13-9(10(14)15)7-8-5-4-6-8;1-5(2)7-6(3)4/h8-9H,4-7H2,1-3H3,(H,13,16)(H,14,15);5-7H,1-4H3/t9-;/m0./s1
InChI Key
LNIYTTOTYXWUAO-FVGYRXGTSA-N
Canonical SMILES
CC(C)NC(C)C.CC(C)(C)OC(=O)NC(CC1CCC1)C(=O)O

Boc-Ala(cButyl)-OH DIPA, a protected amino acid derivative commonly utilized in peptide synthesis and biochemical research, presents a myriad of applications. Here are the key applications articulated with a high degree of perplexity and burstiness:

Peptide Synthesis: Playing a pivotal role in solid-phase peptide synthesis, Boc-Ala(cButyl)-OH DIPA features a tert-butyl (cButyl) group that acts as a protective shield for the amino acid's side chain, thwarting undesired reactions during peptide elongation. This safeguard ensures the synthesis of peptides with exceptional purity and yield, vital for conducting biochemical assays and advancing drug development efforts.

Protein Engineering: Within the realm of protein engineering, Boc-Ala(cButyl)-OH DIPA is enlisted to introduce precise amino acid modifications into proteins. By integrating this protected amino acid throughout the synthesis process, researchers can investigate the repercussions of side-chain alterations on protein function and stability. These insights are instrumental in the design of proteins tailored for enhanced therapeutic and industrial applications, pushing the boundaries of protein science.

Pharmaceutical Research: In the domain of pharmaceutical research, Boc-Ala(cButyl)-OH DIPA emerges as a valuable asset in the development of peptide-based drugs. Its utility lies in facilitating the accurate integration of modified amino acids into therapeutic peptides, elevating their efficacy, stability, and bioavailability. This contribution fuels the creation of innovative peptide therapeutics targeting a spectrum of medical conditions, underpinning advancements in drug discovery and personalized medicine.

Biophysical Studies: Delving into biophysical research, Boc-Ala(cButyl)-OH DIPA serves as a crucial tool for probing peptide folding and interactions. By exploring peptides incorporating this derivative, scientists glean insights into how side-chain modifications influence peptide secondary structure and dynamics. This foundational knowledge is pivotal in unraveling the intricacies of protein folding pathways, illuminating disease mechanisms, and fostering the development of novel peptide-based materials with diverse applications in various scientific disciplines.

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