N-α-(t-Butoxycarbonyl)-S-(3-nitro-2-pyridinesulfenyl)-D-cysteine
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N-α-(t-Butoxycarbonyl)-S-(3-nitro-2-pyridinesulfenyl)-D-cysteine

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Category
BOC-Amino Acids
Catalog number
BAT-003169
CAS number
200350-73-8
Molecular Formula
C13H17N3O6S2
Molecular Weight
375.42
N-α-(t-Butoxycarbonyl)-S-(3-nitro-2-pyridinesulfenyl)-D-cysteine
IUPAC Name
(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[(3-nitropyridin-2-yl)disulfanyl]propanoic acid
Synonyms
Boc-D-Cys(Npys)-OH; (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[(3-nitropyridin-2-yl)disulfanyl]propanoic acid; Boc-S-3-nitro-2-pyridinesulfenyl-D-cysteine
Purity
≥ 95%
Density
1.440 g/cm3
Storage
-15°C
InChI
InChI=1S/C13H17N3O6S2/c1-13(2,3)22-12(19)15-8(11(17)18)7-23-24-10-9(16(20)21)5-4-6-14-10/h4-6,8H,7H2,1-3H3,(H,15,19)(H,17,18)/t8-/m1/s1
InChI Key
OVTLOLNDKQUMRH-MRVPVSSYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CSSC1=C(C=CC=N1)[N+](=O)[O-])C(=O)O

N-α-(t-Butoxycarbonyl)-S-(3-nitro-2-pyridinesulfenyl)-D-cysteine, a compound commonly utilized in peptide synthesis and biochemical research, offers diverse applications in the bioscience industry.

Peptide Synthesis: Widely employed in peptide synthesis, N-α-(t-Butoxycarbonyl)-S-(3-nitro-2-pyridinesulfenyl)-D-cysteine serves as a crucial protecting group for cysteine residues, meticulously preventing undesirable side reactions during peptide chain assembly. This meticulous safeguarding ensures the precise construction of peptides with intricate sequences, culminating in the production of top-tier synthetic peptides for both research and therapeutic applications.

Protein Engineering: Within the realm of protein engineering, this compound plays a pivotal role in introducing specific cysteine modifications into target proteins. By enabling the selective and reversible protection of cysteine residues, it facilitates the meticulous manipulation of protein structures. This precision is essential for the development of proteins imbued with novel functionalities and enhanced stability, shaping the landscape of protein design and discovery.

Enzyme Studies: Applied in enzymology, this compound aids in the exploration of cysteine-containing enzymes by shielding cysteine residues for detailed studies of active sites and catalytic mechanisms. Through this protective mechanism, researchers gain valuable insights into enzyme functionality and potential drug targets across a spectrum of diseases, paving the way for targeted therapeutic interventions and enhanced understanding of enzymatic processes.

Chemical Biology: In the realm of chemical biology, N-α-(t-Butoxycarbonyl)-S-(3-nitro-2-pyridinesulfenyl)-D-cysteine is a cornerstone in the synthesis of bioactive molecules and probes, leveraging its protective attributes to craft complex molecules for the study of biological processes. Researchers harness these specialized compounds to delve into cell signaling pathways and protein interactions, enriching our comprehension of cellular functions and molecular dynamics in unprecedented ways.

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