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Appearance：White or off-white powder
Residual o nignition：0.3%max
Loss on drying：0.3%max
Purity(by HPLC)：98.0%min
| Product name | 3-Indoxyl-beta-D-glucopyranoside |
| Synonym | 3-Indoxyl-β-D-glucopyranoside; Y(TM)-BETA-D-GLC; Y(TM)-BETA-D-GLUCOSIDE; 1H-IndChemicalbookol-3-ylβ-D-glucopyranoside; Indoxylβ-D-glucopyranoside; 3-INDOXYL–D-GLUCOPYRANOSIDEtrihydrate |
| CAS NO. | 487-60-5 |
| Appearance | White or off-white powder |
| Assay | 98% Min |
| MF | C14H17NO6 |
| MW | 295.29 |
| Structural formula |  |
| Related categories | Chemical intermediate |
| Transport Information | Non-dangerous goods |
| HS Code | 2938909090 |
| Product Manager Email | sophia@coreychem.com |
Frequently Asked Questions(Q&A)
Question 1: What is 3-Indolyl-β-D-glucopyranoside (CAS 487-60-5) and what are its core structural features?
Answer: 3-Indolyl-β-D-glucopyranoside (CAS 487-60-5) is a biochemical glycoside substrate in which an indole group is linked to a β-D-glucopyranosyl moiety via a β-glycosidic bond. The molecule contains both a hydrophobic indole ring and a hydrophilic glucopyranose ring, and it is classified as a chromogenic glycoside substrate.
Question 2: What are the key physicochemical properties of 3-Indolyl-β-D-glucopyranoside (CAS 487-60-5), and what protective precautions should be taken during routine handling?
Answer: Physicochemical properties: It is usually a white to off-white solid powder. It is sensitive to acid, alkali, and light, and its glycosidic bond is prone to hydrolysis.
Handling: Operate in a fume hood and wear gloves and goggles. Avoid direct strong light exposure and contact with strong acids or strong alkalis.
Question 3: In which fields is 3-Indolyl-β-D-glucopyranoside (CAS 487-60-5) mainly applied, and what is its working principle?
Answer: It is mainly used in microbial biochemical detection and enzyme activity assays as a chromogenic substrate for β-glucosidase. When β-glucosidase is present in a sample, the glycosidic bond is cleaved, releasing indoxyl, which oxidatively dimerizes to form a blue indigo precipitate. This allows qualitative or quantitative detection of microorganisms and β-glucosidase activity.
Question 4: What are the storage and transportation requirements for 3-Indolyl-β-D-glucopyranoside (CAS 487-60-5)? How should spillage or skin contact be handled?
Answer: Storage: For long-term storage, keep it sealed and protected from light at or below -15°C.
Transportation: Ship at low temperature with ice packs, and keep away from strong acids and strong alkalis.
Spillage: Collect the solid powder and prevent dust dispersion.
Skin/eye contact: Rinse thoroughly with plenty of running water. Seek medical attention if discomfort occurs.
Question 5: Under what conditions will 3-Indolyl-β-D-glucopyranoside (CAS 487-60-5) decompose, and what products will be formed?
Answer: Under β-glucosidase catalysis or acidic heating, the glycosidic bond hydrolyzes, producing indoxyl (3-hydroxyindole) and D-glucose. Indoxyl is highly susceptible to oxidation and further undergoes oxidative dimerization to form colored products, mainly a blue indigo precipitate.
3-Indolyl-β-D-glucopyranoside (CAS: 487-60-5) — Application Q&A
Application 1: What is the core use of this compound in microbiological detection?
Answer: It serves as a chromogenic substrate for β-glucosidase in the preparation of differential culture media. Microorganisms producing β-glucosidase hydrolyze the β-glycosidic bond of the substrate, releasing indoxyl; under aerobic conditions, indoxyl undergoes oxidative dimerization to form an insoluble blue indigo precipitate, giving positive colonies a blue appearance for qualitative strain screening. It is commonly used for the detection of β-glucosidase-positive bacteria such as Enterococcus spp.; for Clostridium perfringens, the absence of β-glucosidase activity is used to differentiate it from other Clostridium species. Its specificity originates from the substrate specificity of β-glucosidase, rather than active recognition by the substrate itself.
Application 2: What role does it play in biochemical enzyme activity assays?
Answer: It acts as a chromogenic substrate for the determination of β-glucosidase activity. Upon hydrolysis of the glycosidic bond catalyzed by β-glucosidase, colorless indoxyl is first released; indoxyl then undergoes oxidative dimerization under aerobic conditions to form an insoluble blue indigo precipitate. By observing whether color develops and its intensity, β-glucosidase activity can be assessed qualitatively or semi-quantitatively.
Application 3: Why is this substrate more suitable than ordinary glucosides for rapid microbial identification?
Answer: The indoxyl generated upon hydrolysis can further oxidize and dimerize into an insoluble blue indigo precipitate, enabling in-situ color development directly at colonies, visible to the naked eye without sophisticated instruments. Compared with glucoside substrates that produce no directly observable chromogenic products after hydrolysis, or whose chromogenic products are soluble and prone to diffusion, this substrate is more suitable for rapid colony screening. Combined with the substrate specificity of β-glucosidase, the detection offers strong specificity and simple operation, making it ideal for high-throughput sample screening. Note: indoxyl itself is colorless; the color derives from its oxidative dimerization product, indigo.
Application 4: What function does this compound serve in bioassay kit development?
Answer: In microbial detection or enzyme activity assay kits, it typically serves as the key chromogenic reagent and signal source for identifying and detecting β-glucosidase activity. Based on this substrate, kits enable qualitative or semi-quantitative detection of β-glucosidase-producing microorganisms or the corresponding enzyme activity in food, environmental, and clinical samples. Its applications are not limited to rapid pathogen detection. It should be clearly distinguished from 3-indolyl-β-D-glucuronide (used for E. coli detection, targeting β-glucuronidase); the two substrates must not be used interchangeably.
Application 5: Besides microbial detection and enzymology research, what other extended applications does this compound have?
Answer: Extended applications include: ① in-situ visualization screening of β-glucosidase inhibitors; ② research on natural indigo biosynthesis and the enzymatic hydrolysis–oxidative dimerization mechanism; ③ determination of soil β-glucosidase activity and soil carbon cycle research; ④ studies on gut microbiome metabolism; ⑤ its metabolite indoxyl sulfate (IS) is a uremic toxin and a substrate of organic anion transporters (OAT1, OAT3) and MRP4, making it a research object in studies of uremic toxin transport and drug–transporter interactions. Please note: this product primarily serves as an enzyme activity detection tool and is not itself a drug target.
Contact information:
Contact: Sophia Li
Email: sophia@coreychem.com
