Boc-S-benzyl-L-homocysteine
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Boc-S-benzyl-L-homocysteine

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Category
BOC-Amino Acids
Catalog number
BAT-001329
CAS number
16947-99-2
Molecular Formula
C16H23NO4S
Molecular Weight
325.40
IUPAC Name
(2S)-4-benzylsulfanyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
Synonyms
Boc-L-HomoCys(Bzl)-OH
Purity
≥ 98% (TLC)
Melting Point
101-107°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C16H23NO4S/c1-16(2,3)21-15(20)17-13(14(18)19)9-10-22-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,17,20)(H,18,19)/t13-/m0/s1
InChI Key
ACZRILZGPVJXKH-ZDUSSCGKSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCSCC1=CC=CC=C1)C(=O)O

Boc-S-benzyl-L-homocysteine, a synthetic amino acid derivative, finds diverse applications in biochemical and pharmaceutical research.

Peptide Synthesis: Serving as a pivotal building block in peptide synthesis, Boc-S-benzyl-L-homocysteine plays a crucial role with its protecting groups, enabling precise coupling reactions for constructing intricate peptide sequences. This functionality is particularly invaluable in the intricate realm of therapeutic peptide development and in dissecting the multifaceted functions of proteins.

Enzyme Inhibition Studies: Researchers utilize Boc-S-benzyl-L-homocysteine as a substrate analog to investigate enzyme functions and inhibition mechanisms. This compound interacts with enzyme active sites, shedding light on the intricate enzyme-substrate interactions critical for developing enzyme inhibitors as potential drug candidates.

Chemical Biology: In the interdisciplinary field of chemical biology, Boc-S-benzyl-L-homocysteine acts as a pivotal tool for probing biological systems and interactions. By incorporating this compound into proteins, scientists delve into protein folding, stability, and interactions with other biomolecules, unraveling the dynamics and functions of proteins within a cellular context.

Pharmaceutical Development: Integral to pharmaceutical development, Boc-S-benzyl-L-homocysteine guides the design and testing of novel drug candidates. Its incorporation into drug molecules can elevate the pharmacokinetic and pharmacodynamic properties of therapeutic agents. Researchers leverage the adaptability of the Boc-S-benzyl-L-homocysteine scaffold to optimize the efficacy and safety profiles of drugs, paving the way for enhanced therapeutic outcomes.

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