N-(9-Fluorenylmethoxycarbonyl)-N-ω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-argininol
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N-(9-Fluorenylmethoxycarbonyl)-N-ω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-argininol

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Category
Amino Alcohol
Catalog number
BAT-002688
CAS number
213336-24-4
Molecular Formula
C35H44N4O6S
Molecular Weight
648.83
N-(9-Fluorenylmethoxycarbonyl)-N-ω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-argininol
IUPAC Name
9H-fluoren-9-ylmethyl N-[(2S)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-1-hydroxypentan-2-yl]carbamate
Synonyms
Fmoc-Arg(Pmc)-ol; (S)-2-[(9-Fluorenylmethoxycarbonyl)amino]-5-[(2,2,5,7,8-pentamethylchroman-6-sulfonyl)guanidino]-1-pentanol; 9H-fluoren-9-ylmethyl N-[(2S)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-1-hydroxypentan-2-yl]carbamate; (S)-(9H-Fluoren-9-yl)methyl(1-hydroxy-5-(3-((2,2,5,7,8-pentamethylchroman-6-yl)sulfonyl)guanidino)pentan-2-yl)carbamate
Purity
95%
Density
1.310±0.100 g/cm3
InChI
InChI=1S/C35H44N4O6S/c1-21-22(2)32(23(3)25-16-17-35(4,5)45-31(21)25)46(42,43)39-33(36)37-18-10-11-24(19-40)38-34(41)44-20-30-28-14-8-6-12-26(28)27-13-7-9-15-29(27)30/h6-9,12-15,24,30,40H,10-11,16-20H2,1-5H3,(H,38,41)(H3,36,37,39)/t24-/m0/s1
InChI Key
UAMIBANDUBHNKU-DEOSSOPVSA-N
Canonical SMILES
CC1=C(C(=C(C2=C1OC(CC2)(C)C)C)S(=O)(=O)NC(=NCCCC(CO)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)N)C

N-(9-Fluorenylmethoxycarbonyl)-N-ω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-argininol, a specialized chemical reagent, plays a pivotal role in peptide synthesis and biochemistry research. Here are the key applications of this product, presented with high perplexity and burstiness:

Solid-Phase Peptide Synthesis (SPPS): Utilized as a protective shield in solid-phase peptide synthesis, this compound safeguards the amine group of amino acid residues, ensuring their integrity during peptide chain assembly. This mechanism allows for the selective deprotection of desired functional groups while preserving others, facilitating the meticulous construction of intricate peptides with unparalleled precision and purity.

Fluorescence Tagging: Through fluorescence tagging, N-(9-Fluorenylmethoxycarbonyl)-N-ω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-argininol renders peptides and proteins visible under fluorescence microscopy, enabling the exploration of protein localization, trafficking, and interactions within cells. This application is instrumental in real-time monitoring of biological processes, offering profound insights into the intricate mechanisms governing cellular activities.

Enzyme Inhibition Studies: Researchers leverage this compound to delve into enzyme-substrate interactions by incorporating it into substrate analogues or inhibitors. By examining its impact on enzyme activity, scientists unravel the complexities of catalytic mechanisms and active site functionalities. This knowledge forms the bedrock for crafting potent enzyme inhibitors with the potential to evolve into effective drug candidates.

Bioconjugation: The distinctive chemical characteristics of this reagent position it as a cornerstone in bioconjugation techniques, facilitating the linkage of biomolecules like peptides to various entities such as drugs, fluorescent probes, or nanoparticles. This application is paramount in the development of targeted drug delivery systems and diagnostic tools, ensuring seamless conjugation with minimal disruption to the biological activity of the biomolecule.

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