155-84-0

Basic information

• Product Name: N-ALPHA-ACETYL-L-ARGININE
• Synonyms: N-Ac-Arg;N-Ac-L-Arg-OH;N-A-acetyl-L-arginine;-Acetyl-L-arginine;AC-ARGININE;AC-ARG-OH;N-ALPHA-ACETYL-L-ARGININE;N-ACETYL-L-ARGININE
• CAS NO: 155-84-0
• Molecular Formula: C₈H₁₆N₄O₃
• Molecular Weight: 216.24
• EINECS: 205-846-6
• Product Categories: Amino Acids;A - H;Amino Acids;Modified Amino Acids;amino
• Mol File: 155-84-0.mol

Chemical Properties

• Melting Point: 215 °C
• Appearance: White/Powder
• Density: 1.392 g/cm³
• Refractive Index: 1.58
• Storage Temp.: −20°C
• Solubility: Aqueous Acid (Slightly), Aqueous Base (Slightly, Sonicated), Methanol (Slightly,
• PKA: 3.60±0.10(Predicted)
• CAS DataBase Reference: N-ALPHA-ACETYL-L-ARGININE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ALPHA-ACETYL-L-ARGININE(155-84-0)
• EPA Substance Registry System: N-ALPHA-ACETYL-L-ARGININE(155-84-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 155-84-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-ALPHA-ACETYL-L-ARGININE is used as a pharmaceutical compound for its potential therapeutic applications. The acetylated form of L-arginine may exhibit different biological activities compared to the native amino acid, making it a candidate for the development of new drugs or drug delivery systems.
Used in Research and Development:
In the field of research and development, N-ALPHA-ACETYL-L-ARGININE can be utilized as a starting material or intermediate for the synthesis of various bioactive molecules, including peptides, peptidomimetics, and other L-arginine derivatives with potential applications in medicine and biotechnology.
Used in Nutritional Supplements:
N-ALPHA-ACETYL-L-ARGININE may also be used as an ingredient in nutritional supplements, particularly those targeting athletes or individuals with specific health conditions. The acetylated form of L-arginine could potentially offer enhanced bioavailability or stability compared to the non-acetylated form, providing benefits such as improved immune function, muscle growth, or cardiovascular health.
Used in Cosmetics Industry:
In the cosmetics industry, N-ALPHA-ACETYL-L-ARGININE could be employed as an active ingredient in skincare or hair care products. The modified amino acid may have unique properties that contribute to skin hydration, anti-aging effects, or hair growth promotion, making it a valuable addition to cosmetic formulations.

InChI:InChI=1/C8H16N4O3/c1-5(13)12-6(7(14)15)3-2-4-11-8(9)10/h6H,2-4H2,1H3,(H,12,13)(H,14,15)(H4,9,10,11)/t6-/m1/s1

Upstream product

• 91000-69-0 Fmoc-L-Arg-OH 
• 64-19-7 acetic acid 
• 1119-34-2 L-arginine hydrochloride 
• 108-24-7 acetic anhydride 

Downstream Products

• 74-79-3 L-arginine 
• 83544-67-6 R-(-)-(1-(2)H)agmatine sulfate 
• 34276-26-1 N-Acetyl-arginin-methylamid 

Relevant articles and documents

A fundamental study of amadori rearrangement products in reducing sugar-amino acid model system by electrospray ionization mass spectrometry and computation

It is crucial to characterize Amadori rearrangement products (ARPs) formed in the early stage of Maillard reaction, one of the most important modifications in food science. We setup a reaction model system using six selected amino acids (arginine, asparagines, glutamine, histamine, lysine and tryptophan) and their N-terminal acetylated forms with different reducing sugars for a fundamental study of Amadori rearrangement products. The effects on forming Amadori rearrangement products were studied by using electrospray ionization mass spectrometry (ESI-MS). The reaction rate was affected by reaction temperature, reaction time, property of sugars and amino acids and the fragmentation mechanism of Amadori rearrangement products was illustrated by tandem MS (MS2) with collision-induced dissociation. The proposed fragmentation mechanism of Amadori rearrangement products in MS2 was provided based on MS2 data and it was supported by their computational data of density functional theory (DFT) at the B3LYP/6-31++G(d,p) level.

Cosmetic composition

A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamine derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

Cosmetic composition containing DOPA derivatives

A composition for topical application to human hair or skin contains a chemical analogue of dihydroxyphenyl alanine (DOPA). This chemical analogue can be absorbed by skin or by a hair follicle and metabolised in-vivo, thus leading to the formation of melanin in skin or to the growth of melanin-pigmented hair. Consequently the composition can give controlled skin darkening to mimic sun-induced tanning or can bring about the growth of dar hair in place of the grey or white hair.

Cosmestic composition

A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamic acid derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

Intermediates of peripherally selective N-carbonyl-3,4,4-trisubstituted piperidine opioid antagonists

Intermediates of N-carbonyl-3,4,4-substituted piperidines are provided which are useful in the preparation of peripheral opioid antagonists.

Hair growth composition containing citric acid esters

Triesters of citric acid are used for inducing, maintaining or increasing hair growth. Compositions for topical application to mammalian hair or scalp comprise an effective amount of from 1% to 99% by weight of an ester of citric acid having the structure (1): where, R1, R2 and R3 each independently represent a branched or unbranched alkyl, alkenyl, aryl, alkylaryl or arylalkyl group, each said group having from 1 to 18 carbon atoms, R4 represents -H, or a branched or unbranched saturated or unsaturated acyl, alkyl, aryl, alkylaryl or aylalkyl group having from 1 to 18 carbon atoms, in the presence of a cosmetically acceptable vehicle for the citric acid ester and in the absence of solid absorbent for the ester;, said effective amount of said ester being sufficient to increase hair growth in the rat, when said composition is applied topically thereto over a period of no more than three months, by at least 10% more than that obtainable using a control composition from which the said ester has been omitted, in accordance with the Rat Hair Growth Test.

The stereochemistry of the enzymic decarboxylation of L-arginine and L-ornithine

The decarboxylation of L-ornithine to yield putrescine, catalyzed by the L-ornithine decarboxylase (EC 4.1.1.17) of E. coli, and the decarboxylation of L-arginine to yield agmatine, catalyzed by the L-arginine decarboxylase (EC 4.1.1.19) of E. coli, take place with retention of configuration.