Production Method 1

56-86-0

40217-11-6

498-63-5

63493-28-7

62400-75-3

98-79-3

927-55-9

16369-14-5

21926-01-2

533-88-0

Reaction Conditions

1.1 Reagents: Hydrogen ,  Phosphoric acid Catalysts: Rhodium ,  Molybdenum oxide Solvents: Water ;  6 h, pH 1.8, 70 bar, 100 °C

Reference

Rh-Catalyzed Hydrogenation of Amino Acids to Biobased Amino Alcohols: Tackling Challenging Substrates and Application to Protein Hydrolysates

Vandekerkhove, Annelies ; Claes, Laurens ; De Schouwer, Free; Van Goethem, Cedric ; Vankelecom, Ivo F. J.; et al, ACS Sustainable Chemistry & Engineering, 2018, 6(7), 9218-9228

4-amino-5-hydroxypentanoic acid Raw materials

• L-Glutamic acid

4-amino-5-hydroxypentanoic acid Preparation Products

• (pyrrolidin-2-yl)methanol (498-63-5)
• pentan-2-amine (63493-28-7)
• 5-(Hydroxymethyl)pyrrolidin-2-one (62400-75-3)
• L-Pyroglutamic acid (98-79-3)
• 4-amino-5-hydroxypentanoic acid (40217-11-6)
• 4-Amino-1-pentanol (927-55-9)
• DL-2-Amino-1-pentanol (16369-14-5)
• 2-aminopentane-1,5-diol (21926-01-2)
• 2-Amino-5-hydroxypentanoic acid (533-88-0)

• 1. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
  Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
• 2. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
  Analyst, 1996,121, 785-788
• 3. Enabling stable MnO2 matrix for aqueous zinc-ion battery cathodes?
  Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082
• 4. Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides?
  Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
• 5. Estimating and correcting interference fringes in infrared spectra in infrared hyperspectral imaging
  Ghazal Azarfar,Ebrahim Aboualizadeh,Nicholas M. Walter,Simona Ratti,Camilla Olivieri,Alessandra Norici,Michael Nasse,Achim Kohler,Mario Giordano Analyst, 2018,143, 4674-4683

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives

4-Amino-5-Hydroxypentanoic Acid: A Comprehensive Overview

4-Amino-5-hydroxypentanoic acid (CAS No. 40217-11-6) is a naturally occurring amino acid that has garnered significant attention in the fields of biochemistry, pharmacology, and biotechnology. This compound, also referred to as AHPA (short for 4-amino-5-hydroxypentanoic acid), is a non-proteinogenic amino acid, meaning it does not directly participate in the synthesis of proteins but plays crucial roles in various biological processes. Recent advancements in analytical techniques and computational modeling have shed new light on its structural properties, biosynthesis pathways, and potential applications in drug development and metabolic engineering.

The molecular structure of 4-amino-5-hydroxypentanoic acid is characterized by a five-carbon chain with an amino group (-NH?) at the fourth carbon and a hydroxyl group (-OH) at the fifth carbon. This unique arrangement imparts distinctive chemical and physical properties to the molecule, making it a subject of interest for researchers exploring its role in metabolic networks. The compound is known to be involved in the biosynthesis of certain secondary metabolites, including polyketides and alkaloids, which are of great importance in pharmaceutical research.

Recent studies have focused on understanding the biosynthetic pathways leading to 4-amino-5-hydroxypentanoic acid. For instance, researchers have identified key enzymes, such as transaminases and oxidoreductases, that catalyze critical steps in its formation. These findings have implications for metabolic engineering, where the overexpression of such enzymes could enhance the production of this compound in microbial systems. Furthermore, advancements in synthetic biology have enabled the construction of custom-designed pathways for the de novo synthesis of AHPA, opening new avenues for its large-scale production.

The biological significance of 4-amino-5-hydroxypentanoic acid extends beyond its role as an intermediate in metabolic pathways. It has been implicated in various physiological processes, including neurotransmitter synthesis and cellular signaling. For example, studies have shown that AHPA can modulate the activity of certain ion channels and receptors, suggesting its potential as a lead compound for drug discovery. Recent computational modeling studies have also highlighted its ability to interact with proteins involved in neurological disorders, such as Alzheimer's disease and epilepsy.

In terms of applications, 4-amino-5-hydroxypentanoic acid has found utility in both academia and industry. In academia, it serves as a valuable tool for studying amino acid metabolism and enzyme kinetics. In industry, it is being explored as a precursor for the synthesis of bioactive compounds with potential therapeutic applications. For instance, researchers have reported the use of AHPA as a building block for constructing peptide-based drugs targeting cancer cells.

The growing interest in 4-amino-5-hydroxypentanoic acid has also led to innovations in analytical chemistry. Advanced techniques such as high-resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) spectroscopy have enabled precise characterization of this compound. These methods are essential for confirming its identity and purity, particularly when used in preclinical studies or industrial processes.

Looking ahead, the future of 4-amino-5-hydroxypentanoic acid research appears promising. Ongoing projects aim to elucidate its role in complex biological systems and harness its potential for developing novel therapeutics. Collaborative efforts between academia and industry are expected to accelerate progress in this field, leading to breakthroughs that could benefit human health and well-being.

• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)