CAS 156-56-9

Hypoglycin A

Description:

Hypoglycin A is a naturally occurring amino acid derivative primarily found in the seeds of the ackee fruit (Blighia sapida). It is known for its toxic properties, particularly its ability to inhibit the enzyme medium-chain acyl-CoA dehydrogenase, which is crucial for the metabolism of fatty acids. This inhibition can lead to a condition known as Jamaican vomiting sickness, characterized by severe hypoglycemia and metabolic disturbances. Hypoglycin A is a colorless, crystalline solid that is soluble in water and exhibits a bitter taste. Its molecular structure includes a cyclopropyl group, contributing to its unique reactivity and biological effects. The compound is classified as a non-proteinogenic amino acid, and its toxicity is dose-dependent, making it important to understand its presence in food sources. Due to its potential health risks, consumption of unripe ackee or improperly prepared dishes containing the fruit is discouraged. Research continues into the mechanisms of its toxicity and potential therapeutic applications, although safety remains a primary concern.

Formula: C₇H₁₁NO₂

InChI: InChI=1S/C7H11NO2/c1-4-2-5(4)3-6(8)7(9)10/h5-6H,1-3,8H2,(H,9,10)/t5-,6+/m1/s1

InChI key: InChIKey=OOJZCXFXPZGUBJ-RITPCOANSA-N

SMILES: C([C@@H](C(O)=O)N)[C@@H]1C(=C)C1

Synonyms:

• (2S,4R)-Hypoglycin A
• (αS,1R)-α-Amino-2-methylenecyclopropanepropanoic acid
• 3-(2-Methylidenecyclopropyl)Alanine
• 3-[(1S)-2-methylidenecyclopropyl]-L-alanine
• <span class="text-smallcaps">L</span>-α-Amino-β-methylenecyclopropanepropionic acid
• Cyclopropanealanine, 2-methylene-
• Cyclopropanepropanoic acid, α-amino-2-methylene-, (αS,1R)-
• Cyclopropanepropanoic acid, α-amino-2-methylene-, [S-(R*,S*)]-
• Cyclopropanepropionic acid, α-amino-2-methylene-, <span class="text-smallcaps">L</span>-(+)-
• Hypoglycin
• Hypoglycin A
• Hypoglycine
• NSC 303803
• hypoglycine A
• α-Amino-2-methylenecyclopropanepropionic acid
• α-Amino-β-(2-methylenecyclopropyl)propionic acid
• β-(Methylenecyclopropyl)alanine

Hypoglycine A (85%)

Controlled Product

CAS: 156-56-9

Formula: C₇H₁₁NO₂

Purity: 85%

Color and Shape: Neat

Molecular weight: 141.17

Ref: TR-H998400

Hypoglycine

CAS: 156-56-9

Hypoglycine is an anti-diabetic drug that belongs to the class of hypoglycin. It has been shown to have a high bioavailability in vivo and can be used for the treatment of diabetic neuropathy. Hypoglycine inhibits fatty acid synthesis and also has physiological effects on liver cells, which may be due to its ability to inhibit ATP production. This drug also has an effect on epidermal growth factor, which may account for its effect on skin diseases such as psoriasis. Hypoglycine is used in the analytical method for measuring the concentration of glucose in blood samples by using a linear calibration curve. The sample preparation involves adding acid complex to the sample and then adding enzymes inhibitors. The enzyme inhibitors are added to prevent any interference with the measurement of glucose levels by preventing any other compounds from binding to the glucose molecules.

Formula: C₇H₁₁NO₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 141.17 g/mol

Ref: 3D-FH176074