NG-Monomethyl-L-arginine Acetate - 10mM in Water , Nitric oxide synthase inhibitor, CAS No.53308-83-1, Nitric oxide synthase inhibitor

CAS: 53308-83-1 Cat. No.: N424563 Molecular Weight: 248.28 Beilstein Registry Number: 6674260
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GRADE & PURITY 10mM in Water
Synonyms
(E)-Nw'-methyl-L-arginine compound with acetic acid (1:1) | CCG-222054 | HMS2235N20 | HMS3262E22 | Q27254685 | NG-MONOMETHYL-L-ARGININEACETATE | CAS-53308-83-1 | NCGC00024780-01 | D09018 | NCGC00094091-01 | SCHEMBL1321022 | SMR000857170 | N(G)-Methyl-L-ar
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Status
Price
Qty
1ml
N424563-1ml
2

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Why this grade

10mM in Water for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

L-NG-Monomethylarginine, Acetate Salt (L-NMMA), is an analogue of L-arginine that has been shown to inhibit Ca2+-dependent NOS3 (endothelial NOS) from porcine aorta. In an experiment on porcine aortic rings, L-NMMA was shown to cause contraction and inhibition of the endothelium-dependent relaxation induced by acetylcholine. This compound has also been noted to elicit a dose-dependent increase in mean systemic arterial blood pressure accompanied by bradycardia. Experiments on cat vascular endothelia show that L-NMMA can increase leukocyte adherence and emigration and reduce venular shear rate. Low shear rates have been shown to promote platelet-endothelial and leukocyte-endothelial cell adhesion in mesenteric venules. L-NG-Monomethylarginine, Acetate Salt (L-NMMA) is an inhibitor of NOS1 and NOS2.
An L-arginine analogue inhibitor of Ca2+-dependent NOS3 (endothelial NOS)

Specifications

Synonyms
(E)-Nw'-methyl-L-arginine compound with acetic acid (1:1) | CCG-222054 | HMS2235N20 | HMS3262E22 | Q27254685 | NG-MONOMETHYL-L-ARGININEACETATE | CAS-53308-83-1 | NCGC00024780-01 | D09018 | NCGC00094091-01 | SCHEMBL1321022 | SMR000857170 | N(G)-Methyl-L-ar
Specifications & Purity
10mM in Water
Biochemical and Physiological Mechanisms
Cell-permeable competitive NOS inhibitor. (K i values are 700 nM, 3.9 µM and 650 nM for eNOS, iNOS and nNOS, respectively).
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type
INHIBITOR
Mechanism of action
Nitric oxide synthase inhibitor
Names and Identifiers
Canonical SmilesCC(=O)O.CN=C(N)NCCCC(C(=O)O)N
IUPAC Nameacetic acid;(2S)-2-amino-5-[(N'-methylcarbamimidoyl)amino]pentanoic acid
InChIKeyIKPNWIGTWUZCKM-JEDNCBNOSA-N
INCHI1S/C7H16N4O2.C2H4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13;1-2(3)4/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11);1H3,(H,3,4)/t5-;/m0./s1
Isomeric SMILES CC(=O)O.CN=C(N)NCCC[C@@H](C(=O)O)N
WGK Germany 3
RTECS RM2982000
Alternate CAS 17035-90-4
Molecular Weight 248.28
Beilstein 6674260
Reaxy-Rn 6674255

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives - Alpha amino acids and derivatives
Direct ParentArginine and derivatives
Alternative Parents L-alpha-amino acids  Fatty acids and conjugates  Guanidines  Amino acids  Monocarboxylic acids and derivatives  Carboxylic acids  Carboximidamides  Organopnictogen compounds  Organic oxides  Monoalkylamines  Imines  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkNot available
Substituents Arginine or derivatives - Alpha-amino acid - L-alpha-amino acid - Fatty acid - Guanidine - Amino acid - Carboximidamide - Monocarboxylic acid or derivatives - Carboxylic acid - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Imine - Carbonyl group - Amine - Organic nitrogen compound - Organic oxide - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as arginine and derivatives. These are compounds containing arginine or a derivative thereof resulting from reaction of arginine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
ARSA Tbio Cerebroside-sulfatase (655 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
ampC Beta-lactamase AmpC (62480 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J774.2 (197 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
Sensitivitylight &air sensitive,Hygroscopic
Molecular Weight248.280 g/mol
XLogP3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass248.148 Da
Monoisotopic Mass248.148 Da
Topological Polar Surface Area151.000 Ų
Heavy Atom Count17
Formal Charge0
Complexity224.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count2
Solution Calculators
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