Boc-β-(2-thienyl)-D-alanine
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Boc-β-(2-thienyl)-D-alanine

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Category
BOC-Amino Acids
Catalog number
BAT-007177
CAS number
78452-55-8
Molecular Formula
C12H17NO4S
Molecular Weight
271.33
Boc-β-(2-thienyl)-D-alanine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-thiophen-2-ylpropanoic acid
Synonyms
Boc-3-D-Ala(2-thienyl)-OH; (R)-N-Boc-2-thienylalanine
Related CAS
78452-59-2 (dicyclohexylammonium salt)
Appearance
White to off-white powder
Purity
≥ 99% (HPLC)
Density
1.243 g/cm3
Melting Point
70-76 °C
Boiling Point
431.5°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C12H17NO4S/c1-12(2,3)17-11(16)13-9(10(14)15)7-8-5-4-6-18-8/h4-6,9H,7H2,1-3H3,(H,13,16)(H,14,15)/t9-/m1/s1
InChI Key
OJLISTAWQHSIHL-SECBINFHSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC=CS1)C(=O)O

Boc-β-(2-thienyl)-D-alanine, a specialized chemical reagent, finds diverse applications in biochemical and pharmaceutical research. Here are the key applications presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Serving as a pivotal building block in peptide synthesis, Boc-β-(2-thienyl)-D-alanine plays a critical role in incorporating β-thienyl groups into peptide chains. This molecular modification influences the folding and functionality of the resulting peptides providing essential insights into structure-activity relationships and facilitating the development of peptide-based drugs.

Enzyme Inhibition Studies: Employed to probe the inhibition mechanisms of specific enzymes, this compound is integrated into enzyme substrates or inhibitors for investigative purposes. Researchers leverage it to design molecules capable of selectively inhibiting enzymes implicated in disease pathways thus laying the groundwork for novel therapeutic agents targeting enzyme activity.

Drug Design: Integral to the design and synthesis of small molecule drugs, Boc-β-(2-thienyl)-D-alanine contributes its unique thienyl moiety to interact with specific biological targets thereby enhancing the pharmacological profiles of drug candidates. This invaluable component in medicinal chemistry plays a crucial role in optimizing drug efficacy and selectivity driving forward advancements in pharmaceutical research.

Protein-Protein Interaction Studies: Researchers harness Boc-β-(2-thienyl)-D-alanine to craft probes for exploring protein-protein interactions a key aspect of molecular biology. Through its incorporation into peptides or small molecules, scientists develop tools to meticulously map and scrutinize these interactions shedding light on complex biological networks and uncovering potential new drug targets.

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