nor-NOHA HCl

Alias: N-Hydroxy-nor-L-Arginine; H-norArg(delta-OH)-OH; nor-NOHA HCl; nor-NOHA hydrochloride.
Cat No.:V56774 Purity: ≥98%
Nor-NOHA, also known as N-hydroxy-nor-L-arginine, is an arginase inhibitor.
nor-NOHA HCl Chemical Structure CAS No.: 291758-32-2
Product category: Others 11
This product is for research use only, not for human use. We do not sell to patients.
Size Price
100mg
250mg
500mg
Other Sizes

Other Forms of nor-NOHA HCl:

  • nor-NOHA di-acetate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Nor-NOHA, also known as N-hydroxy-nor-L-arginine, is an arginase inhibitor. nor-NOHA specifically causes apoptosis in leukemia cells under hypoxic conditions, but CRISPR/Cas9 excludes arginase 2 (ARG2) as a functional target. Nor-NOHA can cause apoptosis and inhibit the invasion and migration ability of HepG2 cells by inhibiting Arg1, which is related to increased iNOS expression and elevated NO concentration.
Biological Activity I Assay Protocols (From Reference)
References
This message contains search results from the National Center for Biotechnology Information (NCBI) at the U.S. National Library of Medicine (NLM). Do not reply directly to this message Sent On: Sat Oct 30 13:18:20 2021 Search: nor-NOHA 20 selected items PubMed Results Items 1-20 of 20 (Display the 20 citations in PubMed) 1: Crompton RA, Williams H, Campbell L, Lim HK, Saville C, Ansell DM, Reid A, Wong J, Vardy LA, Hardman MJ, Cruickshank SM. An epidermal-specific role for arginase1 during cutaneous wound repair. J Invest Dermatol. 2021 Oct 25:S0022-202X(21)02288-0. doi: 10.1016/j.jid.2021.09.009. Epub ahead of print. PMID: 34710388. 2: Wang H, Ji J, Zhuang Y, Zhou X, Zhao Y, Zhang X. PMA induces the differentiation of monocytes into immunosuppressive MDSCs. Clin Exp Immunol. 2021 Nov;206(2):216-225. doi: 10.1111/cei.13657. Epub 2021 Sep 9. PMID: 34453319; PMCID: PMC8506123. 3: Mittal A, Wang M, Vidyarthi A, Yanez D, Pizzurro G, Thakral D, Tracy E, Colegio OR. Topical arginase inhibition decreases growth of cutaneous squamous cell carcinoma. Sci Rep. 2021 May 24;11(1):10731. doi: 10.1038/s41598-021-90200-y. PMID: 34031449; PMCID: PMC8144401. 4: André C, Guillaume YC. Development of a new nano arginase HPLC capillary column for the fast screening of arginase inhibitors and evaluation of their binding affinity. J Chromatogr B Analyt Technol Biomed Life Sci. 2021 Jun 15;1175:122751. doi: 10.1016/j.jchromb.2021.122751. Epub 2021 May 1. PMID: 33991957. 5: Scholle MD, Gurard-Levin ZA. Development of a Novel Label-Free and High- Throughput Arginase-1 Assay Using Self-Assembled Monolayer Desorption Ionization Mass Spectrometry. SLAS Discov. 2021 Jul;26(6):775-782. doi: 10.1177/24725552211000677. Epub 2021 Mar 23. PMID: 33754845. 6: Hara M, Torisu K, Tomita K, Kawai Y, Tsuruya K, Nakano T, Kitazono T. Arginase 2 is a mediator of ischemia-reperfusion injury in the kidney through regulation of nitrosative stress. Kidney Int. 2020 Sep;98(3):673-685. doi: 10.1016/j.kint.2020.03.032. Epub 2020 Apr 25. PMID: 32739205. 7: Grobben Y, Uitdehaag JCM, Willemsen-Seegers N, Tabak WWA, de Man J, Buijsman RC, Zaman GJR. Structural insights into human Arginase-1 pH dependence and its inhibition by the small molecule inhibitor CB-1158. J Struct Biol X. 2019 Nov 26;4:100014. doi: 10.1016/j.yjsbx.2019.100014. PMID: 32647818; PMCID: PMC7337048. 8: Azambuja JH, Ludwig N, Yerneni SS, Braganhol E, Whiteside TL. Arginase-1+ Exosomes from Reprogrammed Macrophages Promote Glioblastoma Progression. Int J Mol Sci. 2020 Jun 2;21(11):3990. doi: 10.3390/ijms21113990. PMID: 32498400; PMCID: PMC7312363. 9: Hein TW, Omae T, Xu W, Yoshida A, Kuo L. Role of Arginase in Selective Impairment of Endothelium-Dependent Nitric Oxide Synthase-Mediated Dilation of Retinal Arterioles during Early Diabetes. Invest Ophthalmol Vis Sci. 2020 May 11;61(5):36. doi: 10.1167/iovs.61.5.36. PMID: 32437549; PMCID: PMC7405695. 10: Hannemann J, Roskam TI, Eilermann I, Siques P, Brito J, Böger R. Pre- Analytical and Clinical Validation of a Dried Blood Spot Assay for Asymmetric Dimethylarginine and L-Arginine. J Clin Med. 2020 Apr 9;9(4):1072. doi: 10.3390/jcm9041072. PMID: 32283799; PMCID: PMC7230730. 11: Momma TY, Ottaviani JI. Arginase inhibitor, Nω-hydroxy-L- norarginine, spontaneously releases biologically active NO-like molecule: Limitations for research applications. Free Radic Biol Med. 2020 May 20;152:74-82. doi: 10.1016/j.freeradbiomed.2020.02.033. Epub 2020 Mar 1. PMID: 32131024. 12: Muessig JM, Moellhoff L, Noelle J, Kaya S, Hidalgo Pareja L, Masyuk M, Roden M, Kelm M, Jung C. Poor glycemic control impairs the cardioprotective effects of red blood cells on myocardial ischemia/reperfusion injury. Nitric Oxide. 2020 Apr 1;97:1-10. doi: 10.1016/j.niox.2020.01.008. Epub 2020 Jan 22. PMID: 31981741. 13: Bujor A, Miron A, Luca SV, Skalicka-Wozniak K, Silion M, Trifan A, Girard C, Demougeot C, Totoson P. Vasorelaxant effects of Crataegus pentagyna: Links with arginase inhibition and phenolic profile. J Ethnopharmacol. 2020 Apr 24;252:112559. doi: 10.1016/j.jep.2020.112559. Epub 2020 Jan 11. Erratum in: J Ethnopharmacol. 2021 Jun 12;273:113962. PMID: 31935497. 14: Nahidi S, Gholami E, Taslimi Y, Habibzadeh S, Seyed N, Davarpanah E, Ghanadan A, Rafati S, Taheri T. The outcome of arginase activity inhibition in BALB/c mice hosting Leishmania tropica. Parasite Immunol. 2020 Mar;42(3):e12691. doi: 10.1111/pim.12691. Epub 2020 Jan 7. PMID: 31811772. 15: Avtandilyan N, Javrushyan H, Mamikonyan A, Grigoryan A, Trchounian A. The potential therapeutic effect of NG-hydroxy-nor-L-arginine in 7,12-dimethylbenz(a)anthracene-induced breast cancer in rats. Exp Mol Pathol. 2019 Dec;111:104316. doi: 10.1016/j.yexmp.2019.104316. Epub 2019 Oct 17. PMID: 31629728. 16: Van Zandt MC, Jagdmann GE, Whitehouse DL, Ji M, Savoy J, Potapova O, Cousido-Siah A, Mitschler A, Howard EI, Pyle AM, Podjarny AD. Discovery of N-Substituted 3-Amino-4-(3-boronopropyl)pyrrolidine-3-carboxylic Acids as Highly Potent Third-Generation Inhibitors of Human Arginase I and II. J Med Chem. 2019 Sep 12;62(17):8164-8177. doi: 10.1021/acs.jmedchem.9b00931. Epub 2019 Aug 23. PMID: 31408339. 17: Hein TW, Xu X, Ren Y, Xu W, Tsai SH, Thengchaisri N, Kuo L. Requisite roles of LOX-1, JNK, and arginase in diabetes-induced endothelial vasodilator dysfunction of porcine coronary arterioles. J Mol Cell Cardiol. 2019 Jun;131:82-90. doi: 10.1016/j.yjmcc.2019.04.015. Epub 2019 Apr 20. PMID: 31015037; PMCID: PMC6911365. 18: Bordy R, Quirié A, Marie C, Wendling D, Totoson P, Demougeot C. Vascular Arginase Is a Relevant Target to Improve Cerebrovascular Endothelial Dysfunction in Rheumatoid Arthritis: Evidence from the Model of Adjuvant-Induced Arthritis. Transl Stroke Res. 2020 Feb;11(1):4-15. doi: 10.1007/s12975-019-00699-7. Epub 2019 Mar 18. PMID: 30887278. 19: Ding LY, Wang YF, Shen YZ, Zhou G, Zhang X, Wang MZ, Loor JJ, Zhang J. Effects of arginase inhibition via jugular infusion of Nω-hydroxy- nor-l-arginine on metabolic and immune indices in lactating dairy cows. J Dairy Sci. 2019 Apr;102(4):3310-3320. doi: 10.3168/jds.2018-14879. Epub 2019 Feb 7. PMID: 30738683. 20: Meade RD, Fujii N, McGarr GW, Alexander LM, Boulay P, Sigal RJ, Kenny GP. Local arginase inhibition does not modulate cutaneous vasodilation or sweating in young and older men during exercise. J Appl Physiol (1985). 2019 Apr 1;126(4):1129-1137. doi: 10.1152/japplphysiol.00657.2018. Epub 2019 Jan 17. PMID: 30653418; PMCID: PMC6485684.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H14CL2N4O3
Molecular Weight
249.092
Exact Mass
0
Elemental Analysis
C, 24.11; H, 5.67; Cl, 28.46; N, 22.49; O, 19.27
CAS #
291758-32-2
Related CAS #
189302-40-7;1140844-63-8 (acetate);291758-32-2 (HCl);
SMILES
O=C(O)[C@@H](N)CCN/C(N)=N/O.[H]Cl.[H]Cl
InChi Key
AKPIIXWPTMFQQJ-QTNFYWBSSA-N
InChi Code
InChI=1S/C5H12N4O3.2ClH/c6-3(4(10)11)1-2-8-5(7)9-12;;/h3,12H,1-2,6H2,(H,10,11)(H3,7,8,9);2*1H/t3-;;/m0../s1
Chemical Name
(S,E)-2-amino-4-(2-hydroxyguanidino)butanoic acid dihydrochloride
Synonyms
N-Hydroxy-nor-L-Arginine; H-norArg(delta-OH)-OH; nor-NOHA HCl; nor-NOHA hydrochloride.
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0146 mL 20.0731 mL 40.1461 mL
5 mM 0.8029 mL 4.0146 mL 8.0292 mL
10 mM 0.4015 mL 2.0073 mL 4.0146 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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