Boc-Cys(Bzl)-Osu
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Boc-Cys(Bzl)-Osu

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
BOC-Amino Acids
Catalog number
BAT-003005
CAS number
3401-33-0
Molecular Formula
C19H24N2O6S
Molecular Weight
408.50
Boc-Cys(Bzl)-Osu
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) (2R)-3-benzylsulfanyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
Synonyms
Boc-S-benzyl-L-cysteine N-hydroxysuccinimide ester; (R)-2,5-dioxopyrrolidin-1-yl 3-(benzylthio)-2-(tert-butoxycarbonylamino)propanoate; (2,5-dioxopyrrolidin-1-yl) (2R)-3-benzylsulfanyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
Purity
95%
InChI
InChI=1S/C19H24N2O6S/c1-19(2,3)26-18(25)20-14(12-28-11-13-7-5-4-6-8-13)17(24)27-21-15(22)9-10-16(21)23/h4-8,14H,9-12H2,1-3H3,(H,20,25)/t14-/m0/s1
InChI Key
TVSSLLYGMLXNIC-AWEZNQCLSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CSCC1=CC=CC=C1)C(=O)ON2C(=O)CCC2=O

Boc-Cys(Bzl)-Osu, a versatile protected cysteine derivative, plays a significant role in peptide synthesis and biochemical research. Here are four key applications:

Solid-Phase Peptide Synthesis: Utilized as a fundamental building block in solid-phase peptide synthesis, Boc-Cys(Bzl)-Osu contributes to the stepwise construction of peptides on a solid support. The Boc and Bzl protecting groups shield the cysteine’s functional groups during chain elongation, ensuring precise deprotection and coupling reactions essential for the meticulous synthesis of peptides with impeccable fidelity.

Protein Engineering: In the domain of protein engineering, Boc-Cys(Bzl)-Osu serves as a crucial tool for introducing cysteine residues into proteins, facilitating the formation of disulfide bonds critical for protein stability and functionality. Strategically positioning these cysteine residues enables the exploration of protein folding dynamics, stability, or the creation of innovative protein functionalities, thus driving advancements in the design of recombinant proteins with enhanced characteristics.

Chemical Biology: Within the realm of chemical biology, Boc-Cys(Bzl)-Osu finds diverse applications in the creation of cysteine-containing peptides and proteins. These structurally modified biomolecules offer insights into protein interactions, enzyme mechanisms, and aid in the development of cutting-edge biosensors. The adaptability of Boc-Cys(Bzl)-Osu in introducing functional cysteine residues underscores its value as a versatile instrument for investigating intricate biochemical pathways.

Drug Development: In the dynamic field of drug development, Boc-Cys(Bzl)-Osu plays a pivotal role in synthesizing cysteine-rich peptide drugs and drug leads targeting specific proteins or pathways. These tailor-made compounds hold the promise of delivering therapeutic benefits, and Boc-Cys(Bzl)-Osu’s involvement in their synthesis ensures the production of pure, homogeneous products vital for rigorous preclinical and clinical studies and trials.

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