S-methyl-L-Thiocitrulline (hydrochloride)


Catalog No. Size PriceQuantity
M22810-C Contact sales@xcessbio.com for quotation $100Unavailable

Description

S-methyl-L-Thiocitrulline is a potent NOS inhibitor with selectivity toward the neuronal nitric oxide synthases (nNOS) compared to eNOS (endothelial NOS) and iNOS (inducible NOS) [1, 2]. Nitric oxide synthases (NOSs) belong to a family of enzymes involved in catalyzing the production of nitric oxide (NO) from L-arginine. As an important cellular signaling molecule, NO has been implicated in modulating vascular tone, insulin secretion, airway tone, and peristalsis, angiogenesis and neural development. Until now, three isozymes of NOS have been identified: eNOS (endothelial NOS), nNOS (neuronal NOS), and iNOS (inducible NOS). The eNOS plays a critical role in embryonic heart development and morphogenesis of coronary arteries and cardiac valves. The nNOS functions as a retrograde neurotransmitter important in long term potentiation and has been involved in the development of nervous system. The iNOS produces large amounts of NO as a defense mechanism and is an important factor in the response of the body to attack by parasites, bacterial infection, and tumor growth . S-methyl-L-thiocitrulline reversed hypotension in the rat model of septic peritonitis and in dogs administered endotoxin . S-Methyl-L-thiocitrulline inhibited the oxidation of L-arginine and the L-arginine-independent oxidation of NADPH by nNOS from human brain. The Kd value of S-Methyl-L-thiocitrulline was 1.2 nM. L-Arginine was a competitive inhibitor of Me-TC with competition constant (Ks) value of 2.2 μM. Me-TC was a less potent inhibitor of human iNOS (Ki values of 34 nM) and human eNOS (Ki value of 11 nM) .

Product information

CAS Number: 209589-59-3

Molecular Weight: 278.20

Formula: C7H17Cl2N3O2S

Chemical Name: (2S)-2-amino-5-{[(hydrogenioimino)(methylsulfanyl)methyl]amino}pentanoic acid dihydrochloride

Smiles: Cl.Cl.[H]/N=C(\NCCC[C@H](N)C(O)=O)/SC

InChiKey: JNZHDSKJUXGYRG-XRIGFGBMSA-N

InChi: InChI=1S/C7H15N3O2S.2ClH/c1-13-7(9)10-4-2-3-5(8)6(11)12;;/h5H,2-4,8H2,1H3,(H2,9,10)(H,11,12);2*1H/t5-;;/m0../s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

Products are for research use only. Not for human use.

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