L(+)-Arginine (74-79-3)

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L(+)-Arginine (74-79-3) Overview L(+)-Arginine is an amino acid that helps make proteins. It also becomes the gas nitric oxide (NO) in the body. NO is important for erectile function because it helps blood vessels relax, so more oxygen-rich blood can circulate through your arteries.

Healthy blood flow to the arteries of the penis is essential for normal erectile function.

Chemical Base Information Name

L(+)-Arginine

CAS

74-79-3

Purity

98%

Chemical name

Arginine; Argininum; NSC 206269; NSC-206269; NSC206269;

Synonyms

arginine 1/5

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Molecular Formula

C6H14N4O2

Molecular Weight

174.2 g/mol

Melting Point

260 °C

InChI Key

ODKSFYDXXFIFQN-UHFFFAOYSA-N

Form

Solid

Appearance

White to Off-white powder

Half Life

1.5–2 hours

Solubility

Solubility in water

Storage Condition

0 – 4 C for short term (days to weeks), or -20 C for long term (months).

Application

Arginine, also known as L(+)-Arginine (symbol Arg or R), is an α-amino acid that is used in the biosynthesis of proteins.

Testing Document

Available

L(+)-Arginine (74-79-3) General Description Arginine, also known as L(+)-Arginine (symbol Arg or R), is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group, an α-carboxylic acid group, and a side chain consisting of a 3-carbon aliphatic straight chain ending in a guanidino group. At physiological pH, the carboxylic acid is deprotonated (−COO−), the amino group is protonated (−NH3+), and the guanidino group is also protonated to give the guanidinium form (-C-(NH2)2+), making arginine a charged, aliphatic amino acid. It is the precursor for the biosynthesis of nitric oxide. It is encoded by the codons CGU, CGC, CGA, CGG, AGA, and AGG. Arginine is classified as a semiessential or conditionally essential amino acid, depending on the developmental stage and health status of the individual. Preterm infants are unable to synthesize or create arginine internally, making the amino acid nutritionally essential for them. Most healthy people do not need to supplement with arginine because it is a component of all protein-containing foods and can be synthesized in the body from glutamine via citrulline.

L(+)-Arginine (74-79-3) History Arginine was first isolated in 1886 from lupin and pumpkin seedlings by the German chemist Ernst Schulze and his assistant Ernst Steiger. In 1897, Ernst Schulze and Ernst Winterstein (1865–1949) determined the structure of arginine. Schulze and Winterstein synthesized arginine from ornithine and cyanamide in 1899, but some doubts about arginine’s structure lingered until Sørensen’s synthesis of 1910.

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L(+)-Arginine (74-79-3) Mechanism Of Action Arginine plays an important role in cell division, wound healing, removing ammonia from the body, immune function, and the release of hormones. It is a precursor for the synthesis of nitric oxide (NO), making it important in the regulation of blood pressure.

Proteins Arginine’s side chain is amphipathic, because at physiological pH it contains a positively charged guanidinium group, which is highly polar, at the end of a hydrophobic aliphatic hydrocarbon chain. Because globular proteins have hydrophobic interiors and hydrophilic surfaces, arginine is typically found on the outside of the protein, where the hydrophilic head group can interact with the polar environment, for example taking part in hydrogen bonding and salt bridges. For this reason, it is frequently found at the interface between two proteins. The aliphatic part of the side chain sometimes remains below the surface of the protein.

Arginine residues in proteins can be deiminated by PAD enzymes to form citrulline, in a post-translational modification process called citrullination.This is important in fetal development, is part of the normal immune process, as well as the control of gene expression, but is also significant in autoimmune diseases. Another post-translational modification of arginine involves methylation by protein methyltransferases.

Precursor Arginine is the immediate precursor of NO, an important signaling molecule which can act as a second messenger, as well as an intercellular messenger which regulates vasodilation, and also has functions in the immune system’s reaction to infection.

Arginine is also a precursor for urea, ornithine, and agmatine; is necessary for the synthesis of creatine; and can also be used for the synthesis of polyamines (mainly through ornithine and to a lesser degree through agmatine, citrulline, and glutamate.) The presence of asymmetric dimethylarginine (ADMA), a close relative, inhibits the nitric oxide reaction; therefore, ADMA is considered a marker for vascular disease, just as L(+)-Arginine is considered a sign of a healthy endothelium.

L(+)-Arginine (74-79-3) Application L(+)-Arginine has been studied extensively as a possible treatment for ED and many other conditions. The results suggest that the supplement, though generally safe and 3/5

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well-tolerated by most men, won’t help restore healthy erectile function. The Mayo Clinic gives L(+)-Arginine a C grade when it comes to scientific evidence of successful ED treatment.

However, L(+)-Arginine is often combined with other supplements, which have different results. Here’s what the research has to say: L(+)-Arginine and yohimbine hydrochloride Yohimbine hydrochloride, also known as yohimbine, is an approved treatment for ED. A 2010 studyTrusted Source of the combination of L(+)-Arginine and yohimbine hydrochloride found the treatment shows some promise. However, the study showed that the treatment is meant only for mild to moderate ED. L(+)-Arginine and pycnogenol While L(+)-Arginine alone may not treat your ED, the combination of L(+)-Arginine and an herbal supplement called pycnogenol may help. A study in the Journal of Sex and Marital Therapy found that L(+)-Arginine and pycnogenol supplements helped a significant number of men ages 25 to 45 with ED achieve normal erections. The treatment also didn’t cause side effects that occur with ED medication.

Pycnogenol is a trademark name for a supplement taken from the pine bark of a tree called the Pinus pinaster. Other ingredients may include extracts from peanut skin, grape seed, and witch hazel bark.

L(+)-Arginine (74-79-3) More research Growth hormone Intravenously administered arginine is used in growth hormone stimulation tests because it stimulates the secretion of growth hormone. A review of clinical trials concluded that oral arginine increases growth hormone, but decreases growth hormone secretion, which is normally associated with exercising. However, a more recent trial reported that although oral arginine increased plasma levels of L(+)-Arginine it did not cause an increase in growth hormone.

High blood pressure A meta-analysis showed that L(+)-Arginine reduces blood pressure with pooled estimates of 5.4 mmHg for systolic blood pressure and 2.7 mmHg for diastolic blood pressure.

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Supplementation with L(+)-Arginine reduces diastolic blood pressure and lengthens pregnancy for women with gestational hypertension, including women with high blood pressure as part of pre-eclampsia. It did not lower systolic blood pressure or improve weight at birth

L(+)-Arginine (74-79-3) Document Download COA

L(+)-Arginine (74-79-3) Reference [1]Roy D, Rajyaguru PI. Suppressor of clathrin deficiency (Scd6)-An emerging RGG-motif translation repressor. Wiley Interdiscip Rev RNA. 2018 May 22:e1479.doi: 10.1002/wrna.1479. [Epub ahead of print] Review. PubMed PMID: 29790275.

[2]Ziegler TE. Measuring peripheral oxytocin and vasopressin in nonhuman primates.

Am J Primatol. 2018 May 14:e22871. doi: 10.1002/ajp.22871. [Epub ahead of print] Review. PubMed PMID: 29756649.

[3]Cau L, MĂŠchin MC, Simon M. Peptidylarginine deiminases and deiminated proteins at the epidermal barrier. Exp Dermatol. 2018 May 13. doi: 10.1111/exd.13684. [Epub ahead of print] Review. PubMed PMID: 29756256.

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