l-Arginine ethyl ester

Names
IUPAC name

(S)-Ethyl 2-amino-5-(diaminomethylideneamino)pentanoate

Other names

Arginine ethyl ester; Ethyl l-arginate

Identifiers

CAS Number

* 28696-31-3 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 3839984

PubChem CID

* 4650467

UNII |

* B55W8VNE0L Y

InChI

* InChI=1S/C8H18N4O2/c1-2-14-7(13)6(9)4-3-5-12-8(10)11/h6H,2-5,9H2,1H3,(H4,10,11,12)

Key: AKGWUHIOEVNNPC-UHFFFAOYSA-N

SMILES

* O=C(OCC)[C@@H](N)CCCNC(N)=N

Properties

Chemical formula

| C8H18N4O2
Molar mass | 202.258 g·mol−1

Solubility in water

| soluble

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Tracking categories (test):

* SizeSet

l-Arginine ethyl ester or ethyl arginate is an alternative supplement form of the conditionally-essential amino acid arginine bound to an ethyl ester. Esters are organic compounds formed by esterification – the reaction of carboxylic acid and alcohols.[1]

## Physical and chemical properties

l-Arginine ethyl ester is a white powder quickly soluble in hot water. It has a characteristically bad and bitter taste, thus before drinking it is recommended to mix the powder with a strongly flavored beverage or citrus juice. Arginine ethyl ester falls under the category of protected aminoacids. These are modified aminoacids molecules which show a different pharmacokinetics and pharmacodynamics compared to the base form. In fact the ethyl ester in Arginine ethyl ester is bound to the hydrogen side of the molecule, protecting it from hydrolization by the enzyme arginase, which in fact attaches to arginine on this side, until the ester is cleaved by esterases enzymes. The ester also confers lipophylicity to this form of arginine, base arginine is hydrophilic, allowing it to passively penetrate cells membranes, i.e. it doesn't need the specific transporter to cross lipid membranes, in so allowing maximum tissue distribution. Many pharmaceutical compounds are attached to an ethyl ester for the very same purpose of enhancing tissues distribution. Arginine ethyl ester acts as a prodrug, the clivage of the ester by esterases yield arginine and ethanol.

## Uses

l-Arginine ethyl ester is biochemical reagent which can be used as a pharmaceutical intermediate.[2]

## References

1. ↑ "Benzolyl-l-arginine ethyl ester" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/54188221.
2. ↑ "Antiviral and virucidal activities of nα-cocoyl-L-arginine ethyl ester". Advances in Virology 2011. 2011. doi:10.1155/2011/572868. PMID 22312346.

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Dietary supplements

Types|

* Amino acids
* Bodybuilding supplement
* Energy drink
* Energy bar
* Fatty acids
* Herbal supplements
* Minerals
* Prebiotics
* Probiotics (Lactobacillus
* Bifidobacterium)
* Protein bar
* Vitamins

Vitamins and
chemical elements ("minerals")|

* Retinol (Vitamin A)
* B vitamins: Thiamine (B1)
* Riboflavin (B2)
* Niacin (B3)
* Pantothenic acid (B5)
* Pyridoxine (B6)
* Biotin (B7)
* Folic acid (B9)
* Cyanocobalamin (B12)
* Ascorbic acid (Vitamin C)
* Ergocalciferol and Cholecalciferol (Vitamin D)
* Tocopherol (Vitamin E)
* Naphthoquinone (Vitamin K)
* Calcium
* Choline
* Chromium
* Cobalt
* Copper
* Fluorine
* Iodine
* Iron
* Magnesium
* Manganese
* Molybdenum
* Phosphorus
* Potassium
* Selenium
* Sodium
* Sulfur
* Zinc

Other common ingredients|

* AAKG
* β-hydroxy β-methylbutyrate
* Carnitine
* Chondroitin sulfate
* Cod liver oil
* Copper gluconate
* Creatine
* Dietary fiber
* Echinacea
* Elemental calcium
* Ephedra
* Fish oil
* Folic acid
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* Glutamine
* Grape seed extract
* Guarana
* Iron supplements
* Japanese Honeysuckle
* Krill oil
* Lingzhi
* Linseed oil
* Lipoic acid
* Milk thistle
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* Taurine
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* Zinc gluconate

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* Codex Alimentarius
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