Don 6 diazo 5 oxo l norleucine CAS 157-03-9

What is don 6 diazo 5 oxo l norleucine?

Don 6 diazo 5 oxo l norleucine, also known as Diazooxonorleucine, 6-diazo-5-oxo-l-norleucin, diazo-oxo-norleucine, 6-DIAZO-5-OXO-L-NORLEUCINE, 6-DIAZO-5-OXO-NORLEUCINE, L-DON, DON, is an antibiotic isolated from Streptomyces and a glutaminase antagonist with an IC50 of about 1 mM for cKGA (renal glutaminase). don 6 diazo 5 oxo l norleucine has analgesic, antibacterial, antiviral and anticancer effects.

Don 6 diazo 5 oxo l norleucine is a glutamine antagonist. Because of its structural similarity with glutamine, Don 6 diazo 5 oxo l norleucine can enter its catalytic center and inhibit its activity through covalent binding or alkylation, which can effectively inhibit the activities of various enzymes based on glutamine.

Don 6 Diazo 5 Oxo L Norleucine powder is light brown powder with delicate flavor, soluble in water, but insoluble in organic solvents such as ethanol and acetone.

Product name	don 6 diazo 5 oxo l norleucine
CAS	157-03-9
Molecular formula	C6H9N3O3
Molecular weight	171.15
EINECS  Number	251-228-4
Storage condition	-20°C
Melting point	145 °C
Solubility	DMSO (mild, heating, ultrasonic treatment), water (mild)
Appearance	Light brown powder
Boiling point	301.12°C (rough estimate)
Density	1.3994 (rough estimate)

What is the pharmacological action of Don 6 Diazo 5 Oxo L Norleucine?

Product Specification

Preparation of Don 6 diazo 5 oxol norleucine

Don 6 diazo 5 oxo l norleucine was prepared with glutamic acid as the starting material, and its synthetic reaction formula is shown in the following figure:

What is the application field of Don 6 diazo 5 oxo l norleucine?

Don 6 diazo 5 oxo l norleucine is a glutamine antagonist that inhibits tumor growth, but cannot distinguish between normal cells and tumor cells. In clinical trials, it has serious gastrointestinal toxicity and side effects, and patients experience diarrhea, vomiting and other symptoms. Eventually, the clinical trial was suspended, but its anti-tumor effect has received more and more attention, and people have focused on the preparation of 6-DIAZO-5-OXO-L-NORLEUCINE prodrugs. The toxicity of diazooxonorleucine originates from the pharmacodynamic mechanism. Conventional structural modifications cannot achieve a detoxification effect while maintaining the efficacy. Only by introducing a targeting group with a specific recognition function, designing and synthesizing a tumor-targeted L-6-diazo-5-oxonorleucine prodrug, and selectively delivering the drug to the lesion site, can the toxic effects on normal cells, tissues and organs be reduced, thereby increasing its therapeutic window.

In addition, after metabolic intervention with Don 6 diazo 5 oxo l norleucine, skin thickening in psoriasis lesions was significantly reduced, and the infiltration of immune cells was reduced. DON can effectively inhibit local inflammatory immune responses. At the same time, L-DON alleviated the splenomegaly in psoriasis and effectively inhibited the inflammatory immune response of psoriasis. By detecting the expression of proinflammatory factors in the inflammatory sites of psoriasis skin, 6-DIAZO-5-OXO-NORLEUCINE also inhibited the expression of such genes. Don 6 diazo 5 oxo l norleucine effectively alleviated the symptoms of psoriasis.

HNMR atlas of Don 6 diazo 5 oxo l norleucine

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