Boc-DL-N(Me)Ala(tBu)-OH
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Boc-DL-N(Me)Ala(tBu)-OH

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Category
BOC-Amino Acids
Catalog number
BAT-008224
CAS number
1404754-06-8
Molecular Formula
C13H25NO4
Molecular Weight
259.34
IUPAC Name
4,4-dimethyl-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoic acid
Synonyms
(R,S)-Boc-N-Me-tBuAla-OH; R,S Boc N Me tBuAla OH; 2-{[(tert-butoxy)carbonyl](methyl)amino}-4,4-dimethylpentanoic acid
Storage
Store at 2-8°C
InChI
InChI=1S/C13H25NO4/c1-12(2,3)8-9(10(15)16)14(7)11(17)18-13(4,5)6/h9H,8H2,1-7H3,(H,15,16)
InChI Key
IPXPECOIMFVOLR-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)CC(C(=O)O)N(C)C(=O)OC(C)(C)C

Boc-DL-N(Me)Ala(tBu)-OH, a versatile chemical reagent, finds extensive applications in peptide synthesis and biochemical research. Here are the key applications of Boc-DL-N(Me)Ala(tBu)-OH presented with high perplexity and burstiness:

Peptide Synthesis: A cornerstone of solid-phase peptide synthesis (SPPS), Boc-DL-N(Me)Ala(tBu)-OH plays a pivotal role in peptide assembly. Shielding the amino acid with its bulky tert-butyl group, it safeguards against undesired reactions, ensuring the final peptide product attains exceptional purity and precision.

Structural Biology: Delving into the intricate realm of structural biology, researchers employ Boc-DL-N(Me)Ala(tBu)-OH to unravel the structural and functional significance of N-methylated amino acids in peptides and proteins. Incorporating this amino acid into peptide chains offers valuable insights into conformational stability and protein interactions, pivotal for the realms of drug design and protein engineering.

Pharmacokinetics Studies: Driving advancements in pharmacokinetics, Boc-DL-N(Me)Ala(tBu)-OH serves as a linchpin in the development of peptide-based drugs and the exploration of their pharmacokinetics. Through the strategic introduction of N-methylated amino acids into peptides, researchers decipher alterations in stability, bioavailability, and resistance to enzymatic breakdown, paving the way for the design of more potent therapeutic peptides.

Chemical Biology: At the nexus of chemical biology, Boc-DL-N(Me)Ala(tBu)-OH emerges as a vital tool for probing protein function and engineering mimicry of natural peptides. Facilitating the synthesis of non-natural peptides, it opens avenues for manipulating biological processes and exploring signaling pathways, leading to the discovery of novel biological mechanisms and therapeutic targets.

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