Nα-Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-D-arginine
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Nα-Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-D-arginine

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Category
Fmoc-Amino Acids
Catalog number
BAT-003709
CAS number
157774-30-6
Molecular Formula
C35H42N4O7S
Molecular Weight
662.80
Nα-Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-D-arginine
IUPAC Name
(2R)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
Synonyms
Fmoc-D-Arg(Pmc)-OH; (2R)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
Appearance
White to off-white powder
Purity
≥ 98% (HPLC)
Density
1.35±0.1 g/cm3(Predicted)
Storage
Store at 2-8°C
InChI
InChI=1S/C35H42N4O7S/c1-20-21(2)31(22(3)23-16-17-35(4,5)46-30(20)23)47(43,44)39-33(36)37-18-10-15-29(32(40)41)38-34(42)45-19-28-26-13-8-6-11-24(26)25-12-7-9-14-27(25)28/h6-9,11-14,28-29H,10,15-19H2,1-5H3,(H,38,42)(H,40,41)(H3,36,37,39)/t29-/m1/s1
InChI Key
QTWZCODKTSUZJN-GDLZYMKVSA-N
Canonical SMILES
CC1=C2C(=C(C(=C1C)S(=O)(=O)NC(=NCCCC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)N)C)CCC(O2)(C)C

Nα-Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-D-arginine, an arginine derivative central to peptide synthesis and biochemical research, finds diverse applications in scientific endeavors.

Peptide Synthesis: Serving as a foundational component in solid-phase peptide synthesis, Nα-Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-D-arginine acts as a versatile building block. The presence of the Fmoc moiety enables meticulous step-wise addition of amino acids, facilitating the creation of tailored peptides. This technology plays a pivotal role in the custom design of research and therapeutic peptides, each imbued with distinct sequences and functionalities.

Protease Inhibition Studies: Delving into the realm of protease inhibition, this compound emerges as a key player in the development of protease inhibitors. Its unique chemical framework enables precise interaction with specific proteases, leading to potent inhibition and insights into their intricate mechanisms of action. These investigations contribute significantly to the formulation of therapeutic interventions targeting diseases characterized by aberrant protease activity, such as cancer and inflammatory conditions.

Protein Modification Studies: Unlocking the potential for specific protein modifications, Nα-Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-D-arginine empowers researchers to explore the repercussions of such alterations on protein function and interactions. By modulating protein characteristics, scientists gain deeper insights into fundamental biological processes, paving the way for the development of innovative therapeutic approaches to combat a myriad of ailments.

Drug Discovery and Development: Additionally, this compound plays a pivotal role in the synthesis and evaluation of arginine-rich peptides, poised as potential drug candidates or bioactive agents. These peptides undergo rigorous scrutiny for their pharmacological efficacy, stability, and delivery profiles, positioning them as promising entities in the realm of drug discovery. Thus, Nα-Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-D-arginine emerges as a linchpin in the initial stages of drug development, catalyzing advancements in therapeutic research and innovation.

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