Boc-S-3-nitro-2-pyridinesulfenyl-L-cysteine
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Boc-S-3-nitro-2-pyridinesulfenyl-L-cysteine

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Category
BOC-Amino Acids
Catalog number
BAT-002881
CAS number
76880-29-0
Molecular Formula
C13H17N3O6S2
Molecular Weight
375.43
Boc-S-3-nitro-2-pyridinesulfenyl-L-cysteine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[(3-nitropyridin-2-yl)disulfanyl]propanoic acid
Synonyms
Boc-L-Cys(Npys)-OH; t-Butyloxycarbonyl-(S-(3-nitro-2-pyridinesulfenyl))cysteine
Appearance
Light yellowish powder
Purity
≥ 98% (HPLC)
Density
1.44±0.1 g/cm3(Predicted)
Melting Point
146-149 °C
Boiling Point
553.9±50.0 °C(Predicted)
Storage
Store at 2-8°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-/m0/s1
InChI Key
OVTLOLNDKQUMRH-QMMMGPOBSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CSSC1=C(C=CC=N1)[N+](=O)[O-])C(=O)O

Boc-S-3-nitro-2-pyridinesulfenyl-L-cysteine, a specialized compound with diverse biochemical and biotechnological uses, finds itself at the forefront of scientific innovation.

Peptide Synthesis: Embedded in the realm of peptide synthesis, Boc-S-3-nitro-2-pyridinesulfenyl-L-cysteine emerges as a crucial element, orchestrating the delicate process of protecting groups introduction and selective deprotection. Safeguarding cysteine residues during peptide assembly, this compound shields against unwarranted side reactions, ensuring the streamlined production of high-purity peptides essential for groundbreaking research and therapeutic endeavors.

Protein Engineering: Charting new horizons in protein engineering, this compound acts as a catalyst, ushering in targeted modifications within proteins. By affixing Boc-S-3-nitro-2-pyridinesulfenyl groups to cysteine residues, scientists delve into protein folding dynamics, stability, and intricate interactions. This intricate dance of molecular engineering fuels the advancement of protein-based pharmaceuticals and the creation of novel biomolecules boasting augmented functionalities.

Bioconjugation: Unveiling a tapestry of intricate bioconjugation techniques, Boc-S-3-nitro-2-pyridinesulfenyl-L-cysteine emerges as a linchpin, binding biomolecules like proteins and peptides to a diverse array of labels, drugs, or functional groups. Guided by the discriminative reactivity of the sulfenyl group, targeted bioconjugation reactions ensue, underpinning a realm of high-specificity and high-efficiency linkages.

Drug Development: Navigating the labyrinth of drug development, Boc-S-3-nitro-2-pyridinesulfenyl-L-cysteine takes the stage as a master key, unlocking the potential for novel enzyme inhibitors or activators through strategic modifications of cysteine residues nestled within active sites. This voyage in molecular manipulation unveils a treasure trove of potent drugs embodying enhanced efficacy and minimized off-target effects.

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