Nω-(2,2,5,7,8-Pentamethylchroman-6-sulfonyl)-L-arginine
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Nω-(2,2,5,7,8-Pentamethylchroman-6-sulfonyl)-L-arginine

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Category
L-Amino Acids
Catalog number
BAT-004156
CAS number
112160-37-9
Molecular Formula
C20H32N4O5S
Molecular Weight
440.56
Nω-(2,2,5,7,8-Pentamethylchroman-6-sulfonyl)-L-arginine
IUPAC Name
(2S)-2-amino-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]pentanoic acid
Synonyms
L-Arg(Pmc)-OH; (S)-2-Amino-5-(3-((2,2,5,7,8-Pentamethylchroman-6-Yl)Sulfonyl)Guanidino)Pentanoic Acid
Appearance
White powder
Purity
≥ 99% (TLC)
Density
1.365 g/cm3
Boiling Point
648.932°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C20H32N4O5S/c1-11-12(2)17(13(3)14-8-9-20(4,5)29-16(11)14)30(27,28)24-19(22)23-10-6-7-15(21)18(25)26/h15H,6-10,21H2,1-5H3,(H,25,26)(H3,22,23,24)/t15-/m0/s1
InChI Key
USJFAMZEBZRDAJ-HNNXBMFYSA-N
Canonical SMILES
CC1=C(C(=C(C2=C1OC(CC2)(C)C)C)S(=O)(=O)NC(=NCCCC(C(=O)O)N)N)C

Nω-(2,2,5,7,8-Pentamethylchroman-6-sulfonyl)-L-arginine, also known as a specific inhibitor of endothelial nitric oxide synthase (eNOS), has important applications in biomedical research and therapeutic development. Here are some key applications of Nω-(2,2,5,7,8-Pentamethylchroman-6-sulfonyl)-L-arginine:

Cardiovascular Research: This compound is used to study the role of nitric oxide (NO) in cardiovascular physiology and pathology. By inhibiting eNOS activity, researchers can investigate the effects of reduced NO production on blood pressure regulation and vascular health. This helps in understanding the mechanisms underlying hypertension and atherosclerosis.

Neurobiology Studies: Since nitric oxide plays a significant role in neural signaling and neurovascular coupling, Nω-(2,2,5,7,8-Pentamethylchroman-6-sulfonyl)-L-arginine is employed to explore its functions in the brain. Inhibiting eNOS can help elucidate the impact of NO on cognitive functions, neuronal survival, and neurodegenerative diseases. This can lead to potential therapeutic strategies for conditions like Alzheimer’s disease and stroke.

Inflammatory Response Research: Nω-(2,2,5,7,8-Pentamethylchroman-6-sulfonyl)-L-arginine is utilized to study the involvement of NO in inflammatory processes. By specifically inhibiting eNOS, researchers can differentiate the roles of constitutive versus inducible nitric oxide synthase (iNOS) in inflammation. This aids in developing anti-inflammatory drugs that target specific NO pathways.

Cancer Research: This inhibitor is instrumental in investigating the role of nitric oxide in tumor biology. eNOS-derived NO has been implicated in various aspects of tumor progression, including angiogenesis and metastasis. By using Nω-(2,2,5,7,8-Pentamethylchroman-6-sulfonyl)-L-arginine, scientists can gain insights into how modulating NO levels could affect cancer growth and treatment responses.

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