alpha-Angelicalactone 98% Purity Lactone Flavor Standard CAS 591-12-8 Research Grade Reference Standard

Product Overview

alpha-Angelicalactone (4-Hydroxy-3-pentenoic acid gamma-lactone) is a naturally occurring cyclic lactone found in various food sources, including cranberries, raisins, heated blackberries, bread, hydrolyzed soy protein, and licorice. It is widely used in the flavor and fragrance industry for its sweet, herbaceous, coconut-like odor with tobacco-like nuances. This compound is also of interest in research for its biological activities and as a synthetic intermediate.

With the molecular formula C₅H₆O₂ and a molecular weight of 98.10 g/mol, this compound appears as a pale yellow to yellow clear liquid. It is soluble in water (approx. 5 g/100 mL at 25°C) and miscible with alcohol. The product is supplied at ≥98% purity as determined by GC analysis.

Synthetic Process

alpha-Angelicalactone can be obtained through isolation from natural sources or by chemical synthesis:

1. Isolation: It can be isolated from natural products such as roasted coffee, tobacco, or certain fruits.

2. Chemical Synthesis: A common synthetic route is via the dehydration of levulinic acid or by the cyclization of 4-hydroxy-3-pentenoic acid. The process involves acid-catalyzed cyclization followed by purification via distillation.

3. Purification: The crude product is purified by fractional distillation or column chromatography to achieve high purity.

4. Identity Confirmation: Structure is confirmed by NMR, GC-MS, and comparison with authentic reference standards.

Mechanism of Action & Applications

This compound has diverse applications and biological activities:

• Flavor and Fragrance Industry: Used as a flavoring agent in food products and tobacco flavoring. It is approved by FEMA (FEMA 3293) and meets IFRA guidelines.

• Biological Research: Studies have shown chemopreventive effects, particularly in inhibiting benzo[a]pyrene-induced forestomach tumors in mice. It also modulates detoxification enzymes such as glutathione-S-transferase (GST) and UDP-glucuronosyltransferase (UGT).

• Synthetic Chemistry: Used as a building block in the synthesis of complex molecules, including γ-methylene-γ-butyrolactones and natural product analogues.

• Cosmetic Industry: Used as a fragrance ingredient in various personal care products.

Quality Specifications

• Purity: ≥98.0% determined by GC.

• Identity: Confirmed by GC-MS and NMR.

• Melting Point: 13-17°C.

• Boiling Point: 55-56°C/12 mmHg.

• Density: 1.092 g/mL at 25°C.

• Refractive Index: 1.445-1.450 at 20°C.

• Flash Point: 68°C (closed cup).

• Water Solubility: 50 g/L at 25°C.

• Each batch is accompanied by a comprehensive Certificate of Analysis (COA).

• Stable for 36 months when stored at 2-8°C in sealed containers, under inert gas, protected from moisture.

Packaging & Storage

• Standard packaging: 5g, 25g, 100g amber glass vials with PTFE-lined caps.

• Bulk packaging available upon request.

• Store at 2-8°C (or at room temperature in a cool, dark place below 15°C), under inert gas, protected from moisture.

• For long-term storage, keep at -20°C for up to 3 years.

Jinan Topfull Chemical Co., Ltd. is an international company rooted in China, specializing in the export of chemical products.

Our company is committed to making every effort to provide ideal chemical products to potential customers worldwide, including but not limited to: organic/inorganic reagents, biological reagents, plant extracts, pharmaceutical intermediates, active pharmaceutical ingredients (APIs), reference standards, reference substances, peptides, and more. Meanwhile, we have established long-term and stable cooperative relationships with university laboratories and off-campus research institutions, enabling us to offer tailored product services based on customers' actual needs.

We currently support customized services for most product categories, with supply quantities ranging from milligram (mg), gram (g) to kilogram (kg) levels, as well as wholesale. Product purity covers the full spectrum from 90% to 99.9%, providing customers with one-stop convenient services.

To date, our products have been exported to developed countries such as the United States, Australia, Canada, Mexico, as well as EU member states including France, Germany, and many other countries and regions such as Nigeria, Ghana, Southeast Asia, and other parts of Asia. Our product quality and services have consistently received high praise.

Looking ahead, our company will continue to serve as a bridge connecting China and the world, delivering high-quality products and services to global customers.