156-86-5

Basic information

• Product Name: Homoarginine
• Synonyms: l-lysin;l-n(sup6)-amidinolysine;n(sup6)-(aminoiminomethyl)-l-lysin;L-HOMOARGININE;L-ALPHA-AMINO-EPSILON-GUANIDINOHEXANOIC ACID;H-HOMOARG-OH;H-HOARG-OH;H-HAR-OH
• CAS NO: 156-86-5
• Molecular Formula: C₇H₁₆N₄O₂
• Molecular Weight: 188.23
• EINECS: 216-045-6
• Product Categories: Unusual Amino Acids;Amino Acids;Chiral Compound
• Mol File: 156-86-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 207-209 °C
• Boiling Point: 414.1 °C at 760 mmHg
• Flash Point: 202.4 °C
• Appearance: White crystalline powder
• Density: 1.39 g/cm³
• Vapor Pressure: 1.06E-06mmHg at 25°C
• Refractive Index: 1.586
• Storage Temp.: Store at RT.
• PKA: 2.52±0.24(Predicted)
• CAS DataBase Reference: Homoarginine(CAS DataBase Reference)
• NIST Chemistry Reference: Homoarginine(156-86-5)
• EPA Substance Registry System: Homoarginine(156-86-5)

Safety Data

• Hazardous Substances Data: 156-86-5(Hazardous Substances Data)

Usage

Description

Homoarginine, an L-lysine derivative, is a naturally occurring amino acid that was originally detected in significant concentrations in the seeds of many Lathyrus species. It is a white to off-white powder and has been found in small amounts in human body fluids such as urine, serum, cerebrospinal fluid, and mammalian brain. Homoarginine may be formed in mammals from lysine through a homologous urea cycle in which arginine is replaced by lysine. It is believed to serve as a nitrogen reserve in Lathyrus seeds and has been reported to inhibit the growth of various microorganisms.

Uses

1. Used in Pharmaceutical Applications:
Homoarginine is used as an inhibitor of human arginase activity, which can have potential therapeutic applications in the treatment of certain medical conditions.
2. Used in Diagnostic Applications:
Homoarginine is used as a marker for exogenous protein, helping to distinguish endogenous protein in the chyme of the intestine from food protein. This is due to the fact that homoarginine is not incorporated into endogenous secreta and free homoarginine is completely absorbed in the intestine.
3. Used in Nutritional Research:
The absorption and secretion of free homoarginine in the intestine can provide valuable insights into the bioavailability and metabolism of this amino acid, which can be useful for developing nutritional strategies and understanding its role in human health.
4. Used in Plant Biology:
The biosynthesis and function of homoarginine in plants, particularly in Lathyrus seeds, can contribute to the understanding of nitrogen storage and utilization in plants, which can have implications for agriculture and plant breeding.
5. Used in Microbiology:
The inhibitory effects of homoarginine on the growth of various microorganisms can be studied to develop potential antimicrobial agents or to understand the mechanisms of action of this amino acid in microbial growth regulation.

InChI:InChI=1/C7H16N4O2/c8-5(6(12)13)3-1-2-4-11-7(9)10/h5H,1-4,8H2,(H,12,13)(H4,9,10,11)/t5-/m1/s1

Upstream product

• 1395754-40-1 lucentamycin E 
• 5329-33-9 o-methylisourea hydrochloride 
• 506-68-3 bromocyane 
• 56-87-1 L-lysine 
• 70-54-2 2,6-diaminocaproic acid 
• 1071-37-0 2-ethylisothiourea hydrobromide 
• 420-04-2 CYANAMID 

Downstream Products

• 879276-78-5 N²-benzoyl-N⁶-carbamimidoyl-DL-lysine 
• 88718-86-9 Boc-Tyr(Et)-Har-OMe 
• 85676-44-4 Z-Tyr(tert-Bu)-Har-OMe 
• 85676-40-0 H-Tyr(Et)-Har-OMe_.2HCl 
• 85676-43-3 H-Tyr(iso-Pr)-Har-OMe_.2HCl 
• 85676-42-2 H-Tyr(n-Pr)-Har-OMe_.2HCl 
• 85797-86-0 H-Tyr(n-Bu)-Har-OMe_.2HCl 
• 85676-33-1 H-Tyr(Bzl)-Har-OMe_.2HCl 
• 85675-92-9 C_.(-Tyr-Har-).CH₃COOH 
• 85676-06-8 C_.(-Tyr(Et)-Har-).CH₃COOH 
• 85676-16-0 C.<-Tyr(tert-Bu)-Har->.CH3COOH 
• 85676-12-6 C.<-Tyr(iso-Pr)-Har->.CH3COOH 
• 85676-10-4 C.<-Tyr(n-Pr)-Har->.CH3COOH 
• 85676-14-8 C.<-Tyr(n-Bu)-Har->.CH3COOH 

Related news

Low plasma Homoarginine (cas 156-86-5) concentration is associated with high rates of all-cause mortality in renal transplant recipients09/29/2019

In renal transplant recipients (RTR), we recently found that low urinary excretion of homoarginine (hArg) is associated with mortality and graft failure. However, it is not known whether such prospective associations also hold true for plasma concentrations of hArg. In the present study, we ther...detailed

Comprehensive analysis of the l-arginine/l-Homoarginine (cas 156-86-5)/nitric oxide pathway in preterm neonates: potential roles for Homoarginine (cas 156-86-5) and asymmetric dimethylarginine in foetal growth09/28/2019

l-Arginine (Arg) and l-homoarginine (hArg) are precursors of nitric oxide (NO), a signalling molecule with multiple important roles in human organism. In the circulation of adults, high concentrations of asymmetric dimethylarginine (ADMA) and symmetric dimethylarginine (SDMA) and low concentrati...detailed

Relevant articles and documents

Structure assignment of lucentamycin e and revision of the olefin geometries of the marine-derived lucentamycins

A new lucentamycin analogue, lucentamycin E (5), was isolated from the culture broth of the marine-derived actinomycete Nocardiopsis lucentensis, strain CNR-712. The absolute stereostructure of 5 was assigned by comprehensive analyses of NMR data and by application of the advanced Marfey's method. The planar structure of 5 was analogous to lucentamycins A-D, whereas the olefin geometry of the 3-methyl-4-ethylideneproline moiety was found to be E, opposite of that previously reported. Consequently, a reinvestigation of the olefin geometries of the 3-methyl-4-ethylideneproline residues of lucentamycins A-D showed that the olefin geometries of the substituted proline functionalities must be revised to (2S,3R,E)-3-methyl-4-ethylideneproline.

Novel cyclic Hexapeptide LHRH antagonists

Novel peptides of the formula: STR1 where R 1 through R 8 are various radicals derived from L- and D- amino acids; having LHRH antagonist activity; useful in reducing fertility.Pharmaceutical compositions and methods for use in reducing fertility.