L-NAME - Moligand™ , CAS No.50903-99-6

CAS: 50903-99-6 Cat. No.: L611562
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
Synonyms
N(G)-Nitro-L-arginine methyl ester | N(sup G)-Nitro-L-arginine methyl ester | NCGC00024717-05 | NCGC00024717-07 | KBio3_001002 | methyl (2S)-2-amino-5-(N'-nitrocarbamimidamido)pentanoate | EN300-204407 | KBio2_000561 | Arg(NO2)-OMe | GTPL5213 | NG-NITROAR
Storage
Room temperature
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Size
Status
Price
Qty
5mg
L611562-5mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.

$1,142.90

$1,334.90
Save $192.00 (14.38%)
25mg
L611562-25mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.

$1,714.90

$2,001.90
Save $287.00 (14.34%)
Enter a quantity for the sizes you want to add.
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Why this grade

Moligand™ Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships 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 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
N(G)-Nitro-L-arginine methyl ester | N(sup G)-Nitro-L-arginine methyl ester | NCGC00024717-05 | NCGC00024717-07 | KBio3_001002 | methyl (2S)-2-amino-5-(N'-nitrocarbamimidamido)pentanoate | EN300-204407 | KBio2_000561 | Arg(NO2)-OMe | GTPL5213 | NG-NITROAR
Specifications & Purity
Moligand™
Storage
Room temperature
Grade
Moligand™
Names and Identifiers
Canonical SmilesCOC(=O)[C@H](CCCNC(=N)NN(=O)=O)N
IUPAC Namemethyl (2S)-2-amino-5-(1-nitrocarbamimidamido)pentanoate
InChIKeyKCWZGJVSDFYRIX-YFKPBYRVSA-N
INCHI1S/C7H15N5O4/c1-16-6(13)5(8)3-2-4-10-7(9)11-12(14)15/h5H,2-4,8H2,1H3,(H3,9,10,11)/t5-/m0/s1
Isomeric SMILES COC(=O)[C@H](CCCN=C(N)N[N+](=O)[O-])N
Reaxy-Rn 28059127
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28059127&ln=

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.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 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 Alpha amino acid esters  Nitroguanidines  Fatty acid esters  Nitramines  Methyl esters  Monocarboxylic acids and derivatives  Carboximidamides  Organopnictogen compounds  Organic zwitterions  Organic oxides  Monoalkylamines  Imines  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic acyclic compounds
Substituents Arginine or derivatives - Alpha-amino acid ester - Nitroguanidine - Fatty acid ester - Fatty acyl - Nitramine - Methyl ester - Carboxylic acid ester - Guanidine - Organic nitro compound - Monocarboxylic acid or derivatives - Organic 1,3-dipolar compound - Allyl-type 1,3-dipolar organic compound - Carboximidamide - Organic nitrogen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Organic zwitterion - Hydrocarbon derivative - Primary aliphatic amine - Imine - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Amine - 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 alpha-amino acid ester - L-arginine derivative
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
TYR Tclin Tyrosinase (717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ARSA Tbio Cerebroside-sulfatase (655 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NOS1 Tchem Nitric-oxide synthase, brain (1786 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NOS3 Tchem Nitric-oxide synthase, endothelial (1452 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DLD-1 (17511 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
N9 (414 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FEN1 Tchem Flap endonuclease 1 (12055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NOS1 Tchem Nitric oxide sythases; iNOS & nNOS (685 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NOS1 Tchem Nitric-oxide synthase (endothelial and brain) (169 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Nos2 Nitric oxide synthase, inducible (3573 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J774.A1 (2436 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BV-2 (3710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pfk 6-phospho-1-fructokinase (7870 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nos3 Nitric oxide synthase, endothelial (47 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
Molecular Weight233.230 g/mol
XLogP3-1.000
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass233.112 Da
Monoisotopic Mass233.112 Da
Topological Polar Surface Area149.000 Ų
Heavy Atom Count16
Formal Charge0
Complexity274.000
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 Count1
Citations of This Product
References
1. Lu Dou, Man Yuan, Daiqi Li, Sizhuo Zou, Sirui Tan, Zhong Zhao, Guangming Cai.  (2023)  Friction spun spandex/rGO/Ag/polyester core-sheath yarn with antibacterial activity for wearable sensors.  Surfaces and Interfaces,      [PMID:] [10.1016/j.surfin.2023.103746]
2. Sihui Wang, Zhengdong Li, Xiaopeng Gong, Feng Hou, Ji Liang.  (2023)  Self-Assembly and Properties of Elastic Nanocellulose-Carbon Airgel with Ordered Porosity by Template-Free Directional Freezing.  Coatings,  13  (7): (1297).  [PMID:] [10.3390/coatings13071297]
3. Rui Liu, Yingxue Xu, Wanfen Pu, Peng Shi, Daijun Du, James J. Sheng, Huaisong Yong.  (2022)  Oligomeric ethylene-glycol brush functionalized graphene oxide with exceptional interfacial properties for versatile applications.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2022.154856]
4. Zhongjie Yang, Caoyu Yang, Jianyu Han, Wenshi Zhao, Shengxian Shao, Siyu Li, Huiwen Gao, Haijiao Xie, Xiaofei Zhang.  (2021)  Boosting electrochemical CO2 reduction to formate using SnO2/graphene oxide with amide linkages.  Journal of Materials Chemistry A,  (35): (19681-19686).  [PMID:] [10.1039/D1TA02780H]
5. Huiting Luo, Peijun Li, Hongwei Zhang, Xinping Diao, Baohua Kong.  (2020)  Nitrosylmyoglobin formation in meat by Lactobacillus fermentum AS1.1880 is due to its nitric oxide synthase activity.  MEAT SCIENCE,      [PMID:32240903] [10.1016/j.meatsci.2020.108122]
6. Hong Ding, Xiaofei Li, Jian Li, Zhike Li, Yunhui Niu, Wanying Ren, Jianyang Tan, Shanye Yin.  (2018)  Role of NADPH oxidase pathway in renal protection induced by procyanidin B2: In L-NAME induced rat hypertension model.  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2018.04.005]
7. Zhou Yong, Bai Pei, Huo Miao, Chen Yu-Jie, Li Hua, Kang Hong-Mei, Liu He-Zhou, Guo Yun-Long.  (2018)  Slow Down Dewetting in Polymer Films by Isocyanate-treated Graphite Oxide.  CHINESE JOURNAL OF POLYMER SCIENCE,  36  (9): (1070-1076).  [PMID:] [10.1007/s10118-018-2147-2]
8. Hui Zhou, Baocai Fu, Bo Xu, Xiangquan Mi, Gang Li, Chengjun Ma, Jianxin Xie, Ji Li, Zhenhua Wang.  (2017)  Rosmarinic Acid Alleviates the Endothelial Dysfunction Induced by Hydrogen Peroxide in Rat Aortic Rings via Activation of AMPK.  Oxidative Medicine and Cellular Longevity,      [PMID:28883905] [10.1155/2017/7091904]
9. Feiyan Liu, Jiyuan Liang, Chang Zhang, Liang Yu, Jinxing Zhao, Chang Liu, Qian Lan, Shengrui Chen, Yuan-Cheng Cao, Guang Zheng.  (2016)  Reduced graphene oxide encapsulated sulfur spheres for the lithium-sulfur battery cathode.  Results in Physics,      [PMID:] [10.1016/j.rinp.2016.12.049]
10. Yaming Gu, Yizhen Guo, Changyong Wang, Jiake Xu, Jianping Wu, Thomas Brett Kirk, Dong Ma, Wei Xue.  (2016)  A polyamidoamne dendrimer functionalized graphene oxide for DOX and MMP-9 shRNA plasmid co-delivery.  Materials Science & Engineering C-Materials for Biological Applications,      [PMID:27770930] [10.1016/j.msec.2016.09.035]
11. Xiaofei Li, Jian Li, Zhike Li, Ying Sang, Yunhui Niu, Qianying Zhang, Hong Ding, Shanye Yin.  (2016)  Fucoidan from Undaria pinnatifida prevents vascular dysfunction through PI3K/Akt/eNOS-dependent mechanisms in the L-NAME-induced hypertensive rat model.  Food & Function,  (5): (2398-2408).  [PMID:27153123] [10.1039/C6FO00288A]
12. Xue Peng, Xi Tan, Li Dai, Wei Xia, Zhao Wu.  (2024)  Exploring the Impact of Apelin and Reactive Oxygen Species on Autophagy and Cell Senescence in Pre-eclampsia.  FREE RADICAL RESEARCH,      [PMID:39714262] [10.1080/10715762.2024.2446337]
13. Xiaodan Chu, Xuan Chen, Man Guo, Xinyue Li, Zhihai Qu, Peiling Li.  (2025)  IGSF8 impairs migration and invasion of trophoblast cells and angiogenesis in preeclampsia.  EXPERIMENTAL CELL RESEARCH,      [PMID:39755227] [10.1016/j.yexcr.2025.114405]
14. Miao Tang, Yu Xin, Yunchun Zhao, Xiao Zhang, Meng Zhang, Dongli Sun, Xiaojun Zhu, Yao Yao, Weidong Fei, Caihong Zheng.  (2024)  Placenta-anchored tadalafil liposomes rescues intrauterine growth restriction through continuous placental blood perfusion improvement.  JOURNAL OF CONTROLLED RELEASE,      [PMID:38452820] [10.1016/j.jconrel.2024.03.004]
15. Yang Zhongyi, Gong Ruhai, Mimata Yoshiharu, Ye Shaosong, Ji Wei, Ye Wenxiu.  (2025)  Malate inhibits light-induced stomatal opening through SLAC1- and G-proteins-mediated pathway in grapevine and Arabidopsis.  BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY,      [PMID:39890606] [10.1093/bbb/zbaf011]
16. Wen-jie Bu, Si-si Li, Yi Yu, Chao-run Dong, Dong Lu, Dong-jie Zheng, Zhe-yu Fan, Guang Lian, Wei Zhang, Yun-long Bai.  (2026)  Targeted endothelial GTPCH1/BH4 pathway activation reverses vascular dysfunction in smoking-associated obesity.  BIOCHEMICAL PHARMACOLOGY,      [PMID:] [10.1016/j.bcp.2026.117931]
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