N-α-(t-Butoxycarbonyl)-L-thionoalanine 1-(6-nitro)benzotriazolide
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N-α-(t-Butoxycarbonyl)-L-thionoalanine 1-(6-nitro)benzotriazolide

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Category
BOC-Amino Acids
Catalog number
BAT-003140
CAS number
184951-86-8
Molecular Formula
C14H17N5O4S
Molecular Weight
351.39
N-α-(t-Butoxycarbonyl)-L-thionoalanine 1-(6-nitro)benzotriazolide
IUPAC Name
tert-butyl N-[(2S)-1-(6-nitrobenzotriazol-1-yl)-1-sulfanylidenepropan-2-yl]carbamate
Synonyms
Boc-Thionoala-1-(6-nitro)benzotriazolide; (S)-2-[(t-Butoxycarbonyl)amino]-1-(6-nitrobenzotriazol-1-yl)propane-1-thione; tert-butyl N-[(2S)-1-(6-nitrobenzotriazol-1-yl)-1-sulfanylidenepropan-2-yl]carbamate; Boc-L-thionoalanine-1-(6-nitro)benzotriazolide; N-[(1S)-1-Methyl-2-(6-nitro-1H-benzotriazol-1-yl)-2-thioxoethyl]carbamic acid tert-butyl ester
Purity
95+%
Density
1.430 g/cm3
Storage
Store at -20 °C
InChI
InChI=1S/C14H17N5O4S/c1-8(15-13(20)23-14(2,3)4)12(24)18-11-7-9(19(21)22)5-6-10(11)16-17-18/h5-8H,1-4H3,(H,15,20)/t8-/m0/s1
InChI Key
HTCDBMHTHFGBCZ-QMMMGPOBSA-N
Canonical SMILES
CC(C(=S)N1C2=C(C=CC(=C2)[N+](=O)[O-])N=N1)NC(=O)OC(C)(C)C

N-α-(t-Butoxycarbonyl)-L-thionoalanine 1-(6-nitro)benzotriazolide, a specialized reagent utilized in peptide synthesis and diverse biochemical applications, offers a multitude of key applications with high perplexity and burstiness:

Peptide Synthesis: Acting as a coupling reagent in solid-phase peptide synthesis, this compound plays a pivotal role in activating and linking amino acids to form peptide bonds efficiently. This process facilitates the synthesis of intricate peptides essential for advancing biological research and pharmaceutical development showcasing the intricate dance of molecular interactions.

Proteomics Research: In the realm of proteomics, this reagent serves to modify peptides for mass spectrometric analysis enhancing the detection and characterization of peptides by derivatizing specific residues. This aids in the precise identification and quantification of proteins in biological samples illuminating the intricate web of protein structures and functions.

Enzyme Studies: Employed in enzyme kinetics studies, N-α-(t-Butoxycarbonyl)-L-thionoalanine 1-(6-nitro)benzotriazolide enables the introduction of specific modifications into substrates aiding in probing enzyme mechanisms and substrate specificity. This knowledge plays a vital role in unraveling enzyme functions and developing inhibitors or activators underscoring the delicate balance of enzymatic processes.

Chemical Biology: A valuable asset for chemical biologists investigating protein function and interactions, this compound allows researchers to delve into post-translational modifications within proteins and their impact on activity and signaling pathways. By introducing this reagent into proteins scientists unravel the intricate dance of molecular signals paving the way for the discovery of novel therapeutic targets and biomarkers showcasing the complexity of biological systems.

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