660-88-8

Basic information

• Product Name: 5-AMINOVALERIC ACID
• Synonyms: H2N(CH2)4COOH;Pentanoic acid, 5-amino-;Valeric acid, 5-amino-;5-AMINOPENTANOIC ACID;5-AMINO-N-VALERIC ACID;5-AMINO-N-PENTANOIC ACID;5-AMINOVALERIC ACID;DELTA-AMINOVALERIC ACID
• CAS NO: 660-88-8
• Molecular Formula: C5H11NO2
• Molecular Weight: 117.15
• EINECS: 211-544-5
• Product Categories: Amino Acids and Derivatives;Miscellaneous;omega-Aminocarboxylic Acids;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides
• Mol File: 660-88-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: 158-161 °C(lit.)
• Boiling Point: 247.5 °C at 760 mmHg
• Flash Point: 103.5 °C
• Appearance: White to off-white/Crystalline Powder
• Density: 1.2000 (estimate)
• Refractive Index: 1.4650 (estimate)
• Storage Temp.: Store at 0-5°C
• Solubility: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
• PKA: 4.27(at 25℃)
• BRN: 906833
• CAS DataBase Reference: 5-AMINOVALERIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINOVALERIC ACID(660-88-8)
• EPA Substance Registry System: 5-AMINOVALERIC ACID(660-88-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• Hazardous Substances Data: 660-88-8(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystalline powder

Uses

Different sources of media describe the Uses of 660-88-8 differently. You can refer to the following data:
1. 5-Aminovaleric Acid is used in the development of drugs that halts severe type of seizures.
2. 5-Aminovaleric acid (5-AVA) is used:In the preparation of (5-AVA)x(MA)1-xPbI3, a perovskite for fabricating printable mesoscopic perovskite solar cell.As a spacer in the synthesis of rhenium and technetium-99m labeled insulin.To synthesize dipeptides that self-assemble to form nanotubes in the solid state as well as in solution over a wide range of pH.As a starting material in the total synthesis of an alkaloid, lycoposerramine Z.

Definition

ChEBI: A delta-amino acid comprising pentanoic acid with an amino substituent at C-5; a methylene homologue of gamma-aminobutyric acid (GABA) that is a weak GABA agonist.

Purification Methods

Crystallise it from H2O/EtOH. When heated above its melting point, it is converted to 2-piperidone with m 200o. [Wood & Colver J Am Chem Soc 67 654 1945, Beilstein 4 IV 2636.]

InChI:InChI=1/C5H11NO2/c6-4-2-1-3-5(7)8/h1-4,6H2,(H,7,8)

Upstream product

• 56-41-7 L-alanin 
• 70-26-8 L-ornithine 
• 157-06-2 D-arginine 
• 74-79-3 L-arginine 
• 59801-88-6 5-chloropentylamine 
• 609-36-9 rac-Pro-OH 
• 147-85-3 L-proline 
• 120-92-3 cyclopentanone 
• 56-87-1 L-lysine 
• 27219-07-4 5-(N-tert-butyloxycarbonyl)aminopentanoic acid 
• 7647-01-0 hydrogenchloride 
• 411237-70-2 (3-phthalimido-propyl)-malonic acid diethyl ester 
• 110-89-4 piperidine 
• 7664-93-9 sulfuric acid 

Downstream Products

• 1147-76-8 5-(N-phthalimido)pentanoic acid 
• 26342-05-2 δ-aminovaleric acid ethyl ester 
• 113551-21-6 5-p-toluoylamino-valeric acid 
• 675-20-7 piperidin-2-one 
• 23645-04-7 4-Aminobutan-2-one 
• 55768-69-9 5-(N'-phenyl-ureido)-valeric acid 
• 55124-91-9 N-Trimethylsilyl-norvalin-trimethylsilylester 
• 63984-03-2 δ-aminovaleric acid tert-butyl ester 
• 89855-60-7 5-(dimethylamino)pentanoic acid 
• 62665-66-1 C₁₈H₁₉NO₃ 
• 62665-99-0 C₁₈H₁₈FNO₃ 
• 27219-07-4 5-(N-tert-butyloxycarbonyl)aminopentanoic acid 
• 63649-14-9 δ-aminovaleric acid benzyl ester p-toluenesulfonate 
• 591-80-0 pent-4-enoic acid 

Relevant articles and documents

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An efficient enzymatic synthesis of 5-aminovaleric acid

The title compound was prepared enzymatically from l-lysine in an excellent yield and under buffer-free conditions. l-Lysine was oxidized by the action of l-lysine α-oxidase from Trichoderma viride followed by spontaneous oxidative decarboxylation of the intermediate 6-amino-2-oxocaproic acid in the reaction medium. l-Lysine α-oxidase was immobilized on an epoxy-activated solid support (Sepabeads EC-EP) and the activity of both solution-based and immobilized enzyme in this reaction was determined.

An Integrated Cofactor/Co-Product Recycling Cascade for the Biosynthesis of Nylon Monomers from Cycloalkylamines

We report a highly atom-efficient integrated cofactor/co-product recycling cascade employing cycloalkylamines as multifaceted starting materials for the synthesis of nylon building blocks. Reactions using E. coli whole cells as well as purified enzymes produced excellent conversions ranging from >80 and 95 % into desired ω-amino acids, respectively with varying substrate concentrations. The applicability of this tandem biocatalytic cascade was demonstrated to produce the corresponding lactams by employing engineered biocatalysts. For instance, ?-caprolactam, a valuable polymer building block was synthesized with 75 % conversion from 10 mM cyclohexylamine by employing whole-cell biocatalysts. This cascade could be an alternative for bio-based production of ω-amino acids and corresponding lactam compounds.

General Synthesis of Amino Acid Salts from Amino Alcohols and Basic Water Liberating H2

An atom-economical and environmentally friendly method to transform amino alcohols to amino acid salts using just basic water, without the need of pre-protection or added oxidant, catalyzed by a ruthenium pincer complex, is developed. Water is the solvent, the source of the oxygen atom of the carboxylic acid group, and the actual oxidant, with liberation of dihydrogen. Many important and useful natural and unnatural amino acid salts can be produced in excellent yields by applying this new method.