CAS 42228-92-2

Acivicin

Description:

Acivicin is a chemical compound classified as a potent inhibitor of the enzyme glutamine synthetase, which plays a crucial role in nitrogen metabolism. It is a naturally occurring amino acid analog derived from microbial sources. Acivicin exhibits a unique structure that allows it to mimic glutamine, thereby interfering with its normal metabolic functions. This inhibition can lead to significant effects on cellular processes, making Acivicin of interest in cancer research and potential therapeutic applications. The compound has been studied for its ability to induce apoptosis in certain cancer cell lines, highlighting its potential as an anticancer agent. Additionally, Acivicin has shown promise in modulating immune responses, further expanding its potential applications in medicine. However, its use is limited by toxicity and side effects, necessitating careful consideration in therapeutic contexts. Overall, Acivicin represents a valuable tool in biochemical research and drug development, particularly in the fields of oncology and immunology.

Formula: C₅H₇ClN₂O₃

InChI: InChI=1S/C5H7ClN2O3/c6-3-1-2(11-8-3)4(7)5(9)10/h2,4H,1,7H2,(H,9,10)/t2-,4-/m0/s1

InChI key: InChIKey=QAWIHIJWNYOLBE-OKKQSCSOSA-N

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

Synonyms:

• (2S)-amino[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]ethanoic acid
• (S-(R*,R*))-4,5-Dihydro-alpha-amino-3-chloro-5-isoxazoleacetic acid
• (alpha-S,5S)-alpha-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid
• (alphaS,5S)-alpha-Amino-3-chlor-4,5-dihydro-5-isoxazolylessigsaeure
• (alphaS,5S)-alpha-Amino-3-chloro-2-isoxazoline-5-acetic acid
• (α-S, 5S)-α-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid
• (αS,5S)-α-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid
• 5-Isoxazoleacetic acid, 4,5-dihydro-alpha-amino-3-chloro-, (S-(R*,R*))-
• 5-Isoxazoleacetic acid, alpha-amino-3-chloro-4,5-dihydro-
• 5-Isoxazoleacetic acid, alpha-amino-3-chloro-4,5-dihydro-, (S-(R*,R*))-
• 5-Isoxazoleacetic acid, α-amino-3-chloro-4,5-dihydro-, (αS,5S)-
• 5-Isoxazoleacetic acid, α-amino-3-chloro-4,5-dihydro-, [S-(R*,R*)]-
• Acivicin [USAN:INN]
• Acivicine
• Acivicine [INN-French]
• Acivicino
• Acivicino [INN-Spanish]
• Acivicinum
• Acivicinum [INN-Latin]
• Amino(3-Chloro-4,5-Dihydro-1,2-Oxazol-5-Yl)Acetic Acid
• Antibiotic AT 125
• At 125
• Brn 1074648
• Nsc 163501
• U 42126
• Unii-O0X60K76I6
• Acivicin
• ALPHA-AMINO-3-CHLORO-4,5-DIHYDRO-5-ISOXAZOLEACETIC ACID
• (s-(r*,r*))-4,5-dihydro-alpha-amino-3-chloro-5-isoxazoleaceticacid
• (alpha-s,5s)-alpha-amino-3-chloro-4,5-dihydro-5-isoxazoleaceticacid
• (5S,αS)-α-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid
• antibioticat125
• AMINO-3-CHLORO-4,5-DIHYDROXY-5-ISOXAZOLEACETICACID
• (αS,5S)-
• Antibiotic U-42126
• (2S)-2-Amino-2-[(5S)-3-chloro-4,5-dihydroisoxazol-5-Yl]acetic acid
• DIHYDROXY-5-ISOXAZOLEACETICACID
• 4,5-dihydro-alpha-amino-3-chloro-,(s-(r*,r*))-5-isoxazoleaceticaci
• AcivicinAcivicin

Acivicin, 98+%

CAS: 42228-92-2

Inhibits glutamine amidotransferases in purine and pyrimidine synthetic pathways. Tumor growth inhibitor This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa A

Formula: C₅H₇ClN₂O₃

Purity: 98+%

Color and Shape: White to off-white, Powder

Molecular weight: 178.57

Ref: 02-J63105

ACIVICIN

CAS: 42228-92-2

Formula: C₅H₇ClN₂O₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 178.5737

Ref: IN-DA00C0CN

Acivicin

CAS: 42228-92-2

Acivicin

Purity: 98%

Ref: 54-OR1037128

Acivicin

CAS: 42228-92-2

Acivicin (AT-125) is a chlorinated amino acid antibiotic produced by Streptomyces porcineus, a GGT inhibitor with anticancer and antiparasitic activity.

Formula: C₅H₇ClN₂O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 178.57

Ref: TM-T14114

Acivicin

Controlled Product

CAS: 42228-92-2

Applications Azaserine and Acivicin are classical and irreversible inhibitors of γ-Glutamyltranspeptidase (GGT). Acivicin is a potent antitumor antibiotic that induces apoptosis in human lymphoblastoid cells.
References Hanigan, M., et al.: Biochemistry, 32, 6302 (1993); Suzuki, H., et al.: J. Bacteriol., 175, 6038 (1993); Suzuki, H., et al.: J. Biol. Chem., 277, 43536 (2002); Magdalena, L., et al.: Biochem. Pharma., 77, 76 (2009)

Formula: C₅H₇ClN₂O₃

Color and Shape: Off White Solid

Molecular weight: 178.57

Ref: TR-A190150

Acivicin

CAS: 42228-92-2

Purity: 98%

Molecular weight: 178.5700073

Ref: 10-F791463

(2S)-2-Amino-2-[(5S)-3-chloro-4,5-dihydroisoxazol-5-Yl]acetic acid

CAS: 42228-92-2

(2S)-2-Amino-2-[(5S)-3-chloro-4,5-dihydroisoxazol-5-Yl]acetic acid is an inhibitor of the enzyme glutathione reductase (GR) and cytochrome P450. GR activates glutathione in cells to form a powerful antioxidant that protects against oxidative stress. (2S)-2-Amino-2-[(5S)-3-chloro-4,5-dihydroisoxazol-5-Yl]acetic acid inhibits GR and cytochrome P450 activity, leading to increased oxidative stress and neuronal death. This drug has been shown to have inhibitory properties on bowel disease by reducing the production of proinflammatory cytokines IL1β and TNFα. The compound also exhibits anti tumor response against mouse tumors by inducing apoptosis and inhibiting cell proliferation. The compound targets intracellular targets

Formula: C₅H₇ClN₂O₃

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 178.57 g/mol

Ref: 3D-FA17203